Tag: 68737-65-5

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

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