Application of 61367-43-9, A common heterocyclic compound, 61367-43-9, name is cis-4-Methoxycyclohexanamine hydrochloride, molecular formula is C7H16ClNO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Example 227 6-(4-(4-cyanophenyl)-5-hydroxy-lH-pyrazol-l-yl)-N-((ls,4s)-4- methoxycyclohexyl)nicotinamide [0985] Combined 6-(4-(4-cyanophenyl)-5 -hydroxy- lH-pyrazol-l-yl)nicotinic acid (100 mg, 0.327 mmol), (ls,4s)-4-methoxycyclohexanamine, HC1 (81 mg, 0.490 mmol), and Nl- ((ethylimino)methylene)-N3,N3-dimethylpropane-l,3-diamine, HC1 (94 mg, 0.490 mmol) in DMF (1.555 mL). Then added lH-benzo[d][l,2,3]triazol-l-oL, water (75 mg, 0.490 mmol) and Hunig’s base (0.171 mL, 0.980 mmol) and stirred for 4 hours at room temperature. The reaction mixture was acidified to a pH of 5 to give a solid. The solid was washed with 50 mL MeOH and 50 mL hexanes, and then dried to afford the title compound (95.3 mg, 66.4%) as light yellow solid. NMR (400 MHz, DMSO-d6) delta ppm 1.24 (br. s., 2 H) 1.39 (d, J=14.7 Hz, 2 H) 1.89 (br. s., 2 H) 2.05 (d, J=10.9 Hz, 2 H) 3.25 (s, 3 H) 3.35 (br.s., 2 H) 7.80 (d, J=8.3 Hz, 2 H) 8.82 – 8.96 (m, 1 H). MS m/z [M+H]+ 418.4.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; BROWN, Jason, W.; DAVIS, Melinda; IVETAC, Anthony; JONES, Benjamin; KIRYANOV, Andre, A.; KUEHLER, Jon; LANIER, Marion; MIURA, Joanne; MURPHY, Sean; WANG, Xiaolun; WO2014/160810; (2014); A1;,
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