Tag: M.W:300-400

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.130-95-0,Quinine,as a common compound, the synthetic route is as follows.

General procedure: The alkaloid (12.3 mmol, 1 eq.) and the appropriate substituted benzylic halide derivative(12.3 mmol, 1 eq.) were dissolved in THF (40 mL) with addition of a trace of NaI. The mixture washeated to reflux overnight and then cooled and stirred at ambient temperature for 1 h. In most cases theproduct precipitated as an off-white solid, but where this was not the case and the mixture containedonly a small amount of solid or no solid at all, then diethyl ether (20 mL) was added dropwise.The solid was removed via filtration and washed with THF (50 mL) or ether:THF, (1:1, v/v, 50 mL)and was dried under reduced pressure at 40 C. Where the solid formed was not a fine powder it was then taken up in DCM and this solution was then added dropwise to rapidly stirring ether (100 mL).This usually gives a finely divided solid that could be filtered and dried. (Note: The cinchonine derivedPTCs are usually very insoluble. The quinidine derived PTCs are often completely soluble at the endof the reaction.) The di(t-butyl)benzyl PTC was prepared according to the standard procedure aboveand was filtered directly from the reaction mixture., 130-95-0

130-95-0 Quinine 3034034, acatalyst-ligand compound, is more and more widely used in various fields.

Reference£º
Article; Zhang, Tao; Scalabrino, Gaia; Frankish, Neil; Sheridan, Helen; Molecules; vol. 23; 7; (2018);,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

112881-51-3, 4′-(4-Pyridyl)-2,2′:6′,2”-terpyridine is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Ru(bbp)Cl3 (259 mg, 0.5 m mol) was added to a dmf solution (80 ml) of 4-(4-pyridyl) terpyridine (pyterpy) (155 mg, 0.5 m mol). Most of the Ru(bbp)Cl3 remained in suspended condition. The reaction mixture was refluxed under stirring condition. With the progress of the reaction, color of the reaction mixture changed from deep brown to pink. The mixture was refluxed for 20 h and filtered. The volume of the solution was reduced to 5 ml and a 2 ml saturated aqueous solution of NH4PF6 was added to give a pink colored solid. The solid was filtered and throughly washed with water (3 * 5 ml). The pink colored solid was dried under vacuum. Yield: 419 mg, 41%. Pure product was obtained from a silica gel column using methanol as eluent. 253 mg, 25% wrt reactants. Anal. Calc. Found: C, 45.95 (46.24); H, 2.58 (2.67); N, 12.92 (12.45)%. ESI MS: 722.12 (M+2-H+), 1H NMR (d6-DMSO) (delta/ppm): 9.60 (2H,s), 8.96 (4H,t), 8.59 (2H,d), 8.50 (2H,d), 8.34 (1H,t), 7.85 (2H,t), 7.83 (2H,t), 7.41 (2H,d), 7.38 (2H,d), 7.20 (2H,t), 6.79 (2H,t), 6.55 (2H,t), 5.75 (2H,d)., 112881-51-3

112881-51-3 4′-(4-Pyridyl)-2,2′:6′,2”-terpyridine 11438308, acatalyst-ligand compound, is more and more widely used in various fields.

Reference£º
Article; Naskar, Sumita; Pakhira, Bholanath; Mishra, Dipankar; Mitra, Partha; Chattopadhyay, Shyamal Kumar; Naskar, Subhendu; Polyhedron; vol. 100; (2015); p. 170 – 179;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

10534-59-5, Tetrabutylammonium acetate is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (25,5 ?)-6-benzyloxy-N’-{ [5-(2-tert- butyldimethysilanyloxyethyl)- lH-tetrazol- l-yl]acetyl}-7-oxo- l,6-diazabicyclo[3.2.1]octane-2- carbohydrazide (8 g, 14.3 mmol) in dimethylformamide (40 ml) and dichloromethane (40 ml) was added 10% Pd/C(50% wet basis) 2.4 g at 25- 30 C. The H2 gas was bubbled through the reaction mixture under stirring. The progress of reaction was monitored by TLC (chloroform: methanol, 9: 1). The catalyst was removed by filtration on celite bed and washed with mixture of dichloromethane and dimethylformamide (1 : 1, 2×20 ml). The filtrate was concentrated under reduced pressure yielded (25,5 ?)-6-hydoxy-N’-{ [5-(2-tert-butyldimethysilanyloxyethyl)- lH- tetrazol- l-yl]acetyl}-7-oxo- l,6-diazabicyclo[3.2.1]octane-2-carbohydrazide (6.6 g, c.a 100% yield used for next reaction as such). The product (25,5 ?)-6-hydoxy-N’-{ [5-(2-tert- butyldimethysilanyloxyethyl)- lH-tetrazol- l-yl]acetyl}-7-oxo- l,6-diazabicyclo[3.2.1]octane-2- carbohydrazide (6.6 g, 14.3 mmol) thus obtained was dissolved in dimethylformamide (40 ml) was added dimethylformamide sulfur trioxide complex (2.63 g, 17.20 mmol) in argon atmosphere at 0C under stirring. The progress of reaction was monitored by TLC (chloroform: methanol, 9: 1). After completion of the reaction added a solution of tetra-butyl ammonium acetate (5.18 g, 17.20 mmol) dissolved in water (18 ml) at 25-30C. The reaction mixture was stirred for 3 hours and concentrated under reduced pressure. The residue obtained was taken in dichloromethane (80 ml) and washed with water (2×40 ml). The organic extract was dried on anhydrous sodium sulfate and concentrated to yield crude tetrabutylammonium salt of (2S,5 ?)- V-{ [5-(2-tert- butyldimethysilanyloxyethyl)- lH-tetrazol- l-yl]acetyl}-7-oxo-6-sulfooxy- l,6-diazabicyclo[3.2.1] octane-2-carbohydrazide. This material was purified by column chromatography (silica gel 100-200 mesh size) using chloroform: methanol as an eluent. The fractions containing the product obtained at 5% methanol in chloroform. The pure fractions were combined and concentrated to get 7.5 g of tetrabutylammonium salt of (25,5 ?)-N’-{ [5-(2-tert-butyldimethysilanyloxyethyl)- lH-tetrazol- l- yl]acetyl}-7-oxo-6-sulfooxy- l,6-diazabicyclo[3.2.1]octane-2-carbohydrazide as off-white foam solid in 66% yield.

10534-59-5, As the paragraph descriping shows that 10534-59-5 is playing an increasingly important role.

Reference£º
Patent; WOCKHARDT LIMITED; TADIPARTHI, Ravikumar; PATIL, Vijaykumar Jagdishwar; DEKHANE, Deepak; SHAIKH, Mohammad Usman; BIRAJDAR, Satish; DOND, Bharat; PATEL, Mahesh Vithalbhai; (100 pag.)WO2017/81615; (2017); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.56-54-2,(S)-(6-methoxyquinolin-4-yl)((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol,as a common compound, the synthetic route is as follows.

56-54-2, General procedure: 4.24.13 N-(3,5-Ditrifluoromethyl)benzyl-9-O-benzyl-6′-hydroxyquinidinium bromide (4d) Sodium hydride (96.0 mg, 4.0 mmol) was added to a solution of quinidine (324.4 mg, 1.0 mmol) in dry DMF (5 mL). Benzyl chloride (173 muL, 1.5 mmol) was added dropwise. The reaction mixture was stirred at room temperature for 20 h and quenched by water. The aqueous phase was extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2SO4, concentrated in vacuo to afford yellowish oil, which was used without purification. Ethanethiol (434.0 muL, 5.8 mmol) was added to a stirred suspension of sodium hydride (139.3 mg, 5.8 mmol) in dry DMF (3 mL). The yellowish oil (300 mg) in dry DMF (3 mL) was added dropwise and the reaction mixture was stirred at 110 C for 15 h. The solvent and excess ethanethiol were removed under reduced pressure. The crude product was added the 3,5-ditrifluoromethylbenzyl bromide (336.2 mg, 1.1 mmol) in THF (6 mL). The reaction mixture was refluxed and monitored by TLC analysis. The solvent was removed under reduced pressure and the residue was purified by flash chromatography (MeOH/EtOAc = 1/20, V/V). The product was obtained as pale white solid.

As the paragraph descriping shows that 56-54-2 is playing an increasingly important role.

Reference£º
Article; Wu, Shaoxiang; Guo, Jiyi; Sohail, Muhammad; Cao, Chengyao; Chen, Fu-Xue; Journal of Fluorine Chemistry; vol. 148; (2013); p. 19 – 29;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.100125-12-0,3,8-Dibromo-1,10-phenanthroline,as a common compound, the synthetic route is as follows.

General procedure: Activated Mg turnings (0.71 g, 29.21 mmol) in anhydrous thf (5 mL) and a catalytic amount of iodine were added to a flame-dried 100 mL three-necked flask and stirred vigorously at room temperature under argon. Then a solution of 2-bromo-5- methylthiophene (1.7 mL, 15.10 mmol) in anhydrous thf (5 mL) was slowly added dropwise to the reaction mixture. Once the vigorous reaction had started, the rest of the 2-bromo-5-methylthiophene solution was added dropwise to keep the mixture at reflux. The mixture was then heated at reflux for 30 min and added through a cannula into an ice-cooled solution of 3,8-dibromo-1,10- phenanthroline (2.01 g, 5.95 mmol) and [Ni(dppp)Cl2] (0.09 g, 0.17 mmol) in dry thf (50 mL). After stirring at room temperature for 2 h, the reaction mixture was heated at reflux for another 12 h, cooled to room temperature, quenched with saturated NH4Cl aqueous solution, and extracted thoroughly with chloroform (CHCl3) until no more products could be detected by TLC. The organic layer was washed with brine and purified by column chromatography (silica gel; CHCl3/petroleum ether, 1:1).

100125-12-0, The synthetic route of 100125-12-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Zhang, Bo; Cao, Kou-Sen; Xu, Ze-An; Yang, Zhe-Qin; Chen, Hao-Wen; Huang, Wei; Yin, Gui; You, Xiao-Zeng; European Journal of Inorganic Chemistry; 24; (2012); p. 3844 – 3851;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.28020-73-7,2,6-Bis(benzimidazol-2-yl)pyridine,as a common compound, the synthetic route is as follows.

N-butylation of 2,6-bis(benzimidazol-2?-yl)pyridine (bzimpy) was prepared by a reported general N-alkylation method [27]. Bzimpy (1.00 g, 3.2 mM) and NaOH (0.50 g, 12.8 mM) were stirred overnight at 60 ¡ãC. To the stirring solution, 1-bromobutane (1.30 g, 9.6 mM) was added and stirred for two days at 60 ¡ãC. The solvent was then removed on a rotary evaporator to give a white?yellow residue. Chloroform (20 mL) was added to the residue and the precipitated NaBr was removed by filtration. Evaporation of the chloroform yielded a creamy product. Yield: 1.05 g, 78percent (based on bzimpy). Elemental analysis data: Anal. (percent) Calcd forC27H29N5 (423.55): C, 76.56; H, 6.90; N, 16.53. Found (percent): C, 76.28; H, 6.65; N, 16.37. 1H NMR: (CDCl3 as solvent, ppm), 0.71 (t 6H CH3?C), 1.35 (s (sextet) 4H C?CH2?C),4.73 (t 4H C?CH2?C), 1.72 (q (quintet) 4H C?CH2?), 7.37?7.47 (t 4H CH aromatic), 7.89(d 4H CH aromatic), 8.06 (t 1H CH aromatic), 8.33 (d 1H CH aromatic). 13C NMR(CDCl3-d6 as solvent, ppm): 13.48, 19.85, 32.12, 44.64 (aliphatic), 110.39, 120.34, 122.71,123.47, 125.50, 136.31, 138.11, 142.86, 150.57 (aromatic). IR (KBr, nu, cm?1): 2956, 2929,2871, 1434, 1410, 1571, 1328, 1285, 1249, 1178, 1076, 993, 823, 740, 660, 581 cm?1. Mass spect. (ESI): m/z 424 [L]H+ (100percent), 446 [L]Na+ (25percent), 847 [(L)2+H]+ (40percent), 869

28020-73-7, As the paragraph descriping shows that 28020-73-7 is playing an increasingly important role.

Reference£º
Article; Kose, Muhammet; Digrak, Metin; Gonul, Ilyas; McKee, Vickie; Journal of Coordination Chemistry; vol. 67; 10; (2014); p. 1746 – 1759;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

130-95-0, Quinine is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example: 11a-(-)-3-(Carbamoylmethyl)-5-methylhexanoic Acid Quinine Salt Aqueous acetone (795ml) was added to the amide II (53 g, 283.42 mmole) at room temperature and the reaction mixture was heated until it became homogenous. Quinine (91 .8 g, 283.42 mmole) was added to the mixture at 80 C. After 15 minutes at this temperature, another batch of quinine (5.3 g, 28.34 mmole) was added to the reaction mixture and heating was continued until the mixture became homogenous. The reaction mixture was allowed to cool down to room temperature. The precipitated solid was filtered, dried and purified to furnish the diastereoisomeric salt of the amide I as a solid which was broken down to obtain enantiomerically enriched amide I; yield: 18 g; 67.9%; HPLC purity: 99.97%., 130-95-0

130-95-0 Quinine 3034034, acatalyst-ligand compound, is more and more widely used in various fields.

Reference£º
Patent; Dr. Braja Sundar Pradhan; WO2012/93411; (2012); A2;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23616-79-7,N-Benzyl-N,N-dibutylbutan-1-aminium chloride,as a common compound, the synthetic route is as follows.

Reference Example 3 Potassium carbonate (414 g) is suspended in chloroform (1.3 l), and thereto is added dropwise water (29 ml) gradually. To the mixture are added tributylbenzylammonium chloride (37 g), 2′,6′-dihydroxy-4′-methylacetophenone (100 g), and 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl bromide (419 g), and the mixture is stirred at room temperature for 27 hours. To the mixture is added water (21 ml), and the mixture is stirred for further 2.5 hours. The mixture is neutralized with 18% hydrochloric acid (about 500 ml) under ice-cooling. To the mixture are added 18% hydrochloric acid (about 200 ml) and water (500 ml), and the chloroform layer is separated, washed with water and a saturated aqueous sodium chloride solution, dried, and concentrated. To the residue is added methanol (400 ml), and the mixture is concentrated under reduced pressure to about a half volume thereof. To the resultant is added methanol (2 l), and the mixture is heated a little, and stirred under ice-cooling for 30 minutes. The precipitates are collected by filtration, and dried under reduced pressure to give 2′-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyloxy)-6′-hydroxy-4′-methylacetophenone (239.75 g). The physicochemical properties of the compound are the same as those of the compound obtained in Reference Example 2.

23616-79-7, As the paragraph descriping shows that 23616-79-7 is playing an increasingly important role.

Reference£º
Patent; Tanabe Seiyaku Co., Ltd.; US6048842; (2000); A;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.56-54-2,(S)-(6-methoxyquinolin-4-yl)((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol,as a common compound, the synthetic route is as follows.,56-54-2

General procedure: (Part 1) To a stirred solution of Cinchona alkaloid (either Quinine, Quinidine, Cinchonine or Cinchonidine) (1 equiv.) in THF (0.1 M) was added the required arylmethyl halide compound (1.2 equiv.) at room temperature. The reaction mixture was refluxed overnight, cooled to room temperature and all volatiles were removed invacuo. The residue was then dissolved in CH2Cl2 (typically 2 mL for 1 mmol of starting material) and the resulting solution was added dropwise onto Et2O (typically 30 mL for 1 mmol of starting material) with vigorous stirring. The resulting precipitate was then filtered, washed thoroughly with Et2O, and further dried under high vacuum for 2 hours, yielding the intermediate alcohol product in an excellent yield. (Part2) This product (1 equiv.) was dissolved in CH2Cl2 (0.2 M). Methyl iodide (3 equiv.) and an aqueous sodium hydroxide solution (50 %w, 5 equiv.) were successively added at room temperature. The reaction mixturewas stirred at room temperature for 4 h, before water (typically 20 mL for 1 mmol of starting material) was added to quench the reaction. The organic layer was separated and the aqueous layer was extracted with CH2Cl2. The combined organic extracts were dried over Na2SO4, and concentrated in vacuo (N.B: washing with brine is prohibited to avoid the I/Cl anion exchange). Purification by column chromatography on silica gel, eluting with MeOH/Acetone/CH2Cl2 (0:10:90 to 10:10:90), afforded the desired Cinchona alkaloid quaternary ammonium salt in a moderate to excellent yield.

The synthetic route of 56-54-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Antien, Kevin; Viault, Guillaume; Pouysegu, Laurent; Peixoto, Philippe A.; Quideau, Stephane; Tetrahedron; vol. 73; 26; (2017); p. 3684 – 3690;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

4733-39-5, 2,9-Dimethyl-4,7-diphenyl-1,10-phenanthroline is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4733-39-5

Synthesis of the hexafluorophosphate salt of the ruthenium complexes 1-6 and 8 The ruthenium complex 1(PF6)2 was synthesized by the following procedure. [Ru(bpy)2Cl2]¡¤ (0.242 g, 0.5 mmol) and phen (0.090 g, 0.5 mmol) were mixed in ethylene glycol (15 ml). After the suspended mixture was refluxed for 7 min in the microwave oven under purging nitrogen atmosphere. The reaction mixture was cooled to room temperature and then the saturated aqueous solution of KPF6 (20 ml) was added. An orange-red product 1 began to precipitate and was collected in 60% yield. Complexes 2, 3, 4, 5, 6, and 8 were synthesized in the similar way. Complex 1¡¤(PF6)2: ESI-MS (in CH3CN, positive): m/z = 738.95 ([M-(PF6)]+ requires 738.61). 297.01 ([M]2+ requires 296.82); Anal. Calcd for RuC32H24N6P2F12: C, 43.50; H, 2.74; N, 9.51; Found: C, 43.02; H, 3.29; N, 9.40; 1H NMR (400 MHz, CD3CN): delta 7.20 (dd, 1H, J = 5.6 Hz and 6.8 Hz), 7.43 (dd, 1H, J = 6.4 Hz and 6.8 Hz), 7.52 (d, 1H, J = 5.2 Hz), 7.72 (dd, 1H, J = 4.8 Hz and 3.2 Hz), 7.83 (d, 1H, J = 5.6 Hz), 7.97 (dd, 1H, J = 7.6 Hz and 8.0 Hz), 8.07 (d, 1H, J = 5.2 Hz), 8.09 (d, 1H, J = 8.0 Hz), 8.23 (s, 1H), 8.47 (d, 1H, J = 8.0 Hz), 8.51 (d, 1H, J = 8.0 Hz), 8.60 (d, 1H, J = 8.4 Hz).

As the paragraph descriping shows that 4733-39-5 is playing an increasingly important role.

Reference£º
Article; Yoshikawa, Naokazu; Yamabe, Shinichi; Sakaki, Shigeyoshi; Kanehisa, Nobuko; Inoue, Tsuyoshi; Takashima, Hiroshi; Journal of Molecular Structure; vol. 1094; (2015); p. 98 – 108;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI