Day: August 14, 2020

68737-65-5, (1R,2R)-N,N’-Dimethyl-1,2-cyclohexanediamine is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 11: N-(5-((4S,6S)-2-amino-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl)-6-fluoropyridin-3-yl)-5-chloropicolinamide A sealable vial was charged with (4S,6S)-4-(5-bromo-2-fluoropyridin-3-yl)-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine (5l, 0.093 g, 0.261 mmol), 5-chloropicolinamide (intermediate 18, 0.082 g, 0.522 mmol), copper(I) iodide (10 mg, 0.052 mmol) and potassium carbonate (0.108 mg, 0.783 mmol). The vial was purged with Nitrogen, followed by the addition of 1,4-dioxane (2.0 mL) and (1R,2R)-N,N’-dimethyl-cyclohexane-1,2-diamine (0.033 mL, 0.209 mmol). The vial was sealed and heated to 125 C. for 17 h. The reaction mixture was allowed to cool to room temperature and partitioned between EtOAc and water. The aqueous layer was backextracted with EtOAc. The combined organic layers were washed with brine and dried over sodium sulfate. The filtrate was concentrated and the residue was purified by reversed-phase preparative HPLC using a Phenomenex Gemini column, 10 micron, C18, 110 A, 100*50 mm, 0.1% TFA in CH3CN/H2O, gradient 10% to 80% over 20 min. The product containing fractions were combined and neutralized with aqueous saturated sodium bicarbonate solution. The free-based product was extracted with DCM. The organic phase was dried over MgSO4 and the solvent was removed under reduced pressure to afford the title compound (0.060 g, 0.139 mmol, 53.2% yield) as white solid (free base). MS m/z=432.0 [M+H]+. Calculated for C17H14ClF4N5O2: 431.8 1H NMR (300 MHz, CHLOROFORM-d) delta=9.88 (br. s., 1H), 8.72-8.47 (m, 2H), 8.32-8.10 (m, 2H), 7.90 (d, J=7.5 Hz, 1H), 4.04 (br. s., 1H), 2.84 (d, J=13.0 Hz, 1H), 1.95 (t, J=13.2 Hz, 1H), 1.67 (s, 3H)

68737-65-5 (1R,2R)-N,N’-Dimethyl-1,2-cyclohexanediamine 2733821, acatalyst-ligand compound, is more and more widely used in various.

Reference£º
Patent; MINATTI, Ana Elena; LOW, Jonathan D.; ALLEN, Jennifer R.; CHEN, Jian; CHEN, Ning; CHENG, Yuan; JUDD, Ted; LIU, Qingyian; LOPEZ, Patricia; QIAN, Wenyuan; RUMFELT, Shannon; RZASA, Robert M.; TAMAYO, Nuria A.; XUE, Qiufen; YANG, Bryant; ZHONG, Wenge; US2014/249104; (2014); A1;,
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

General procedure: A solution of H6buea (200 mg, 0.45 mmol) dissolved in 4 mL of anhydrous DMA was treated with solid KH (55 mg, 1.36 mmol) and stirred until gas evolution ceased. Fe(OAc)2 (79 mg, 0.45 mmol) was added to the pale yellow solution, and stirring was continued for 30 min. The resulting amber filtrate was treated with [Bu4N][OAc] (140 mg, 0.45 mmol) and stirred for 2 h, resulting in the precipitation of a white solid (305 mg) that was filtered, washed twice with Et2O, and dried under vacuum. The white solid was stirred in CH3CN for 1 h and filtered to remove KOAc (105 mg, 96%). The light yellow filtrate was concentrated to half its original volume and the slow addition of Et2O resulted in the formation of a white solid, which was then filtered, washed with Et2O, and dried under vacuum to afford 150 mg (47%) of the desired salt. Anal. Calc. for [Bu4N]2[FeIIH3buea]2, C74H156Fe2N16O6: C, 60.14; H, 10.64; N, 15.16. Found: C, 61.19; H, 10.89; N, 15.68%. FTIR (Nujol, cm-1) nu(NH) 3335, nu(CO) 1663, 1592, 1571, 1556.

10534-59-5 Tetrabutylammonium acetate 82707, acatalyst-ligand compound, is more and more widely used in various.

Reference£º
Article; Lacy, David C.; Mukherjee, Jhumpa; Lucas, Robie L.; Day, Victor W.; Borovik; Polyhedron; vol. 52; (2013); p. 261 – 267;,
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.56100-22-2,6-Methyl-2,2′-bipyridine,as a common compound, the synthetic route is as follows.

A colourless solution of 6-Mebpy (43 mg, 0.25 mmol) and BIPHEP (131 mg, 0.25 mmol) in CH2Cl2(20 mL) was added to a colourless solution of [Cu(MeCN)4][PF6] (93 mg, 0.25 mmol) in CH2Cl2 (20 mL),turning the solution yellow. After stirring at room temperature for 2 h, the solvent was removed underreduced pressure. The crude product was redissolved in CH2Cl2 and layered with Et2O, to precipitate[Cu(BIPHEP)(6-Mebpy)][PF6] (202 mg, 0.23 mmol, 92%) as a yellow powder. 1H-NMR (500 MHz,acetone-d6, 298 K): /ppm 8.72 (dt, J = 8.3, 1.0 Hz, 1H, HA3), 8.62 (d, J = 7.9 Hz, 1H, HB3), 8.29-8.21(overlapping m, 2H, HB4+A4), 8.04 (dt, J = 5.2, 0.8 Hz, 1H, HA6), 7.73 (dd, J = 7.8, 0.9 Hz, 1H, HB5),7.54 (m, 1H, HA5), 7.46-7.10 (overlapping m, 26H, HD2+D2?+D3+D3?+D4+D4?+C4+C4?+C5+C5?+C6+C6?), 6.99(m, 1H, HC3/C3?), 6.88 (m, 1H, HC3/C3?), 2.58 (s, 3H, HMe). 13C{1H} NMR (126 MHz, acetone-d6, 298 K):/ppm 160.5 (CB6), 153.5 (CA2/B2), 152.7 (CA2/B2), 151.0 (CA6), 145.7 (br, CC1+C1?), 140.6 (CA4/B4), 140.2(CA4/B4), 136.2 (br, CC6/C6?), 135.2 (br, overlapping, CD2/D2?), 134.2 (CD2/D2?), 134.1 (CD2/D2?), 129.45(CD3/D3?), 129.4 (CD3/D3?), 128.8 (br, CC4+C4?), 127.6 (CB5), 127.0 (CA5), 123.9 (CA3), 121.4 (CB3); signalsfor CC3, CC5, CC1, CC2, CD1 were poorly resolved. 31P{1H} NMR (202 MHz, acetone-d6, 298 K): /ppm1.3 (broad, FWHM = 428 Hz, BIPHEP) 3.7 (broad, FWHM = 401 Hz, BIPHEP), 144.2 (septet,JPF = 700 Hz, [PF6]). ESI MS: m/z 755.16 [M-PF6]+ (base peak, calc. 755.18). Found C 61.89, H 4.83,N 3.38; C47H38CuF6N2P3H2O requires C 61.41, H 4.39, N 3.05.

56100-22-2 6-Methyl-2,2′-bipyridine 639521, acatalyst-ligand compound, is more and more widely used in various.

Reference£º
Article; Keller, Sarah; Bantle, Matthias; Prescimone, Alessandro; Constable, Edwin C.; Housecroft, Catherine E.; Molecules; vol. 24; 21; (2019);,
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.4392-87-4,[2,2′-Bipyridine]-6-carboxylic acid,as a common compound, the synthetic route is as follows.

(1) Preparation of (S)-6-(4-isopropyl-1-(p-tolyl)-4,5-dihydro-1H-imidazol-2-yl)-2,2′-bipyridine:2,2-bipyridyl-6-carboxylic acid (10 mmol)In thionyl chloride solution (5 mL)Reflow reaction for 8 h,The excess thionyl chloride was removed by rotary evaporation to give a pale yellow oil.Dissolve it in an anhydrous dichloromethane solution,In ice bath conditions,Adding and dissolving L-prolinol (11 mmol, 1.13 g) andTriethylamine (30mmol, 4.2 mL)In the anhydrous dichloromethane solution, after completion of the dropwise addition, the reaction was allowed to proceed at room temperature overnight.After completion of the reaction, the reaction was spun dry, ethyl acetate was added, and the insoluble material was removed by filtration.After the filtrate was spun dry, continue to add thionyl chloride (5 mL)Reacted under reflux for 8 h,The excess thionyl chloride was removed by rotary evaporation to give a reddish brown oil.Dissolve it in an anhydrous dichloromethane solution,In an ice bath, the solution was dissolved in p-toluidine (11 mmol, 1.2 g).And triethylamine (60 mmol, 8 mL)In anhydrous dichloromethane solution,After stirring at room temperature overnight,Add 10% aqueous sodium hydroxide solution (35 mL),Stirring was continued for 8-12 h at room temperature. After completion, the mixture was separated and the aqueous phase was extracted with dichloromethane three times.Drying with anhydrous magnesium sulfate, suction filtration, spin-drying and column chromatography (eluent ratio PE/EA = 3/1 to 1/10) gave the corresponding NNN’ ligand.Brown solid; yield: 50%;

The synthetic route of 4392-87-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Zhengzhou University; Hao Xinqi; Zhu Zhihui; Wang Yanbing; Wang Xiaodie; Wang Mengling; Zhao Xuemei; Zhu Xinju; Song Maoping; (8 pag.)CN109970814; (2019); 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.68737-65-5,(1R,2R)-N,N’-Dimethyl-1,2-cyclohexanediamine,as a common compound, the synthetic route is as follows.

General procedure: A solution of 4,4-dimethylpentanoyl chloride (2.30g, 15.5mmol) in DCM (5mL) was added dropwise to a stirring biphasic mixture of (S,S)- 4 (1.05g, 7.4mmol) in DCM (10mL) and NaOH (1.39g, 34.8mmol) in water (10mL) at 0C. The resulting mixture was stirred at room temperature for 24h. The two layers were separated and the aqueous layer was extracted with DCM (4¡Á20mL). The combined organic layers were dried over MgSO4, filtered and evaporated under reduced pressure to give the bis-amide as a yellow oil. A solution of the crude bis-amide (7.4mmol) in anhydrous THF (20mL) was added dropwise to a stirred suspension of LiAlH4 (0.91g, 24mmol) in anhydrous THF (20mL) at 0C, under a N2 atmosphere. The resulting mixture was heated at reflux for 24h. The reaction mixture was allowed to cool to 0C and Et2O (20mL) was carefully added. The reaction mixture was quenched by the slow addition of water (1.0mL, 1vol.equivwrt LiAlH4), 10% NaOH solution (1.0mL, 1vol.equivwrt LiAlH4), water (3mL, 3vol.equivwrt to LiAlH4) and was allowed to stir for 1h, an off-white precipitate was observed. The mixture was filtered through a pad of Celite to remove the inorganic salts and washed with 24:1 DCM:MeOH (2¡Á30mL). The filtrate was dried over MgSO4, filtered and evaporated under reduced pressure to afford the crude product which was purified by column chromatography (DCM with 5% MeOH and 0.5% NEt3) to yield ( S,S)-8 as a pale yellow oil (1.02g, 50%).

As the paragraph descriping shows that 68737-65-5 is playing an increasingly important role.

Reference£º
Article; Foley, Vera M.; Cano, Rafael; McGlacken, Gerard P.; Tetrahedron Asymmetry; vol. 27; 22-23; (2016); p. 1160 – 1167;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

167316-27-0, N-((1S,2S)-2-Amino-1,2-diphenylethyl)-4-methylbenzenesulfonamide is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0203] In a Schlenk vessel, the catalyst solution -is prepared by weighing in 2.03 mol equivalents of 1S,2S-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine (S,S-TsDPEN) and 1 mol equivalent of [(cumene)RuCl2]2, stirring this mixture in 5 ml of CH2Cl2 and admixing with 2 mol equivalents of Et3N for 15 min.

167316-27-0 N-((1S,2S)-2-Amino-1,2-diphenylethyl)-4-methylbenzenesulfonamide 6612782, acatalyst-ligand compound, is more and more widely used in various.

Reference£º
Patent; Bosch, Boris; Eckert, Markus; Militzer, Hans-Christian; Dreisbach, Claus; US2003/225274; (2003); 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.56100-22-2,6-Methyl-2,2′-bipyridine,as a common compound, the synthetic route is as follows.

To a 20 mL methanolic solution of UO2(NO3)2.6H2O(0.12 g, 0.25 mmol), 20 mL methanolic solution of 6-methylbipyridine (3.29 mL,0.25 mmol) was added. The resulting solution was stirred at 55-60C for 2 h. The solid (desired product) was collected by suction filtration, washed with acetone, then air dried. The product dissolved in a mixture of CH3CN/CH3OH and then left to evaporated slowly at room temperature. After 10 days, yellow block crystals were isolated (yield 72%, m.p. >300). IR (KBr, cm1): 3421 n(NH), 3114n(CHcycle),2910n(CHMe), 1622 n(NO), 1487-1304n(CHC) andn(CHN), 1279 n(ONO), 929 ns(OUO), 777nas(OUO).[11,12]Anal. Calcd.: C, 22.69; H, 2.06; N,9.62. Found: C, 22.47; H, 2.04; N, 9.54.

The synthetic route of 56100-22-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Saravani, Hamideh; Mozafaripoor, Farima; Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry; vol. 45; 11; (2015); p. 1717 – 1722;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

1067-33-0, Dibutyltin diacetate is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 6; 221 g of di-n-butyl tin diacetate and 515 g of 2-ethyl-1-butanol (guaranteed reagent, Wako Pure Chemical Industries, Ltd., Japan) were placed in a 2 L volumetric eggplant-shaped flask in a nitrogen atmosphere at atmospheric pressure, and the flask was attached to a rotary evaporator to which was connected an oil bath equipped with a temperature controller, a vacuum pump and a vacuum controller. The purge valve outlet of the rotary evaporator was connected to a line containing nitrogen gas flowing at atmospheric pressure. After replacing the inside of the system with nitrogen, the temperature of the oil bath was set to be 140 C., the flask was immersed in the oil bath and rotation of the rotary evaporator was started. A low boiling point component was distilled off for about 7 hours in the presence of nitrogen at atmospheric pressure with the purge valve of the rotary evaporator left open, after which the pressure in the system was gradually reduced, and residual low boiling point component was distilled off with the pressure inside the system at 76 to 10 kPa. When the low boiling point component fraction no longer appeared, the flask was removed from the oil bath and allowed to cool. 274 g of residual liquid were obtained in the flask. Based on the results of 1H-, 13C- and 119Sn-NMR analyses, the residual liquid in the flask was a solution containing 96.0% by weight of di-n-butyl-bis(2-ethylbutyloxy) tin.On the other hand, 563 g of low boiling point component were recovered. When analyzed by gas chromatography, the low boiling point component contained about 30.9% by weight of (2-ethylbutyl)acetate.

The synthetic route of 1067-33-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shinohata, Masaaki; Miyake, Nobuhisa; US2010/292496; (2010); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

391604-55-0, 2-(2,4-Difluorophenyl)pyridine is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The first host ligand in Example 1 was prepared as follows:2-Bromopyridine (4.17 g, 26.39 mmol),2,4-difluorobenzeneboronic acid (5.00 g, 31.66 mmol),Tetrakistriphenylphosphine palladium (0.91 g, 0.79 mmol) and sodium carbonate were added(6.36 g, 60.00 mmol) was dissolved in 100 mL of tetrahydrofuran,The reaction was refluxed for 24 hours,Cool, add water and methylene chloride,The organic layer was concentrated by column chromatography as the firstA primary ligand of an aromatic ring linked azetidin(3.84 g, yield 76.18%).The aromatic rhizariazole (2.50 g, 13.08 mmol) as the first host ligand,And iridium trichloride (2.30 g, 6.23 mmol) were dissolved in 15 mL of ethoxyethanol,The mixture was refluxed for 12h,Iridium dimeric bridged complex was obtained.Then pyridine sulfonic acid (1.36 g, 6.23 mmol) and potassium carbonate (2.60 g, 18.70 mmol)To the above iridium dimeric bridged complex,At 120. Continue reflux 18h.Cooling system,Add water and methylene chloride,The organic phase was concentrated and subjected to column chromatography to obtain a iridium complex (1.01 g, yield: 21.5%) as a yellow solid.

The synthetic route of 391604-55-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Anhui Yiruide New Materials Technology Co., Ltd.; Gao Ran; (37 pag.)CN107522745; (2017); 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.54258-41-2,1,10-Phenanthrolin-5-amine,as a common compound, the synthetic route is as follows.

General procedure: Amine 2 (1.0 mmol), 2,5-dimethoxytetrahydrofuran (1, 1.2 mmol) and bismuth nitrate pentahydrate (24 mg, 5 mol%) was irradiated in a B5510-DTH (Branson ultrasonic cleaner; Model-5510, frequency 42 kHz with an output power 135 Watts), as specified in Table 2. After completion of the reaction (monitored by TLC) diethyl ether (10 mL) was added to the reaction mixture and filtered. Pure product was isolated from the reaction mixture after evaporation of ether.

The synthetic route of 54258-41-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Bandyopadhyay, Debasish; Mukherjee, Sanghamitra; Granados, Jose C.; Short, John D.; Banik, Bimal K.; European Journal of Medicinal Chemistry; vol. 50; (2012); p. 209 – 215;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI