6-Sep-21 News Introduction of a new synthetic route about 61367-43-9

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.

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;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Extended knowledge of cis-4-Methoxycyclohexanamine hydrochloride

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

Synthetic Route of 61367-43-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 61367-43-9, name is cis-4-Methoxycyclohexanamine hydrochloride belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 284 6-(4-(4-cyano-2-fluorophenyl)-5-hydroxy-lH-pyrazol-l-yl)-N- ((ls,4s)-4-methoxycyclohexyl)nicotinamide [01159] [01160] Combined EDC (1 15 mg, 0.601 mmol), HOBT (27.1 mg, 0.200 mmol), (cis)-4- methoxycyclohexanamine hydrochloride (66.4 mg, 0.401 mmol) and 6-(4-(4-cyano-2- fluorophenyl)-5 -hydroxy- lH-pyrazol-l-yl)nicotinic acid (65 mg, 0.200 mmol) in DMF (0.8 mL) and then added DIPEA (0.175 mL, 1.002 mmol). After 24 hours, the reaction mixture was purified by preparative HPLC (ACN/water with formic acid) to give the title compound (23 mg, 0.053 mmol, 26.3 %) as a tan solid. MS: 436 (M+H). NMR (400 MHz, DMSO- de) 5 ppm 1.34 – 1.48 (m, 2 H) 1.49 – 1.65 (m, 4 H) 1.76 – 1.88 (m, 2 H) 3.17 (s, 3 H) 3.31 (br. s., 1 H) 3.73 – 3.87 (m, 1 H) 7.62 (dd, J=8.2, 1.6 Hz, 1 H) 7.77 (dd, J=1 1.7, 1.6 Hz, 1 H) 8.16 (d, J=3.0 Hz, 1 H) 8.31 – 8.44 (m, 3 H) 8.55 (t, J=8.0 Hz, 1 H) 8.84 (dd, J=2.0, 1.0 Hz, 1 H) 13.71 (br. s., 1 H).

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

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;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some scientific research about 61367-43-9

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.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 61367-43-9, name is cis-4-Methoxycyclohexanamine hydrochloride, A new synthetic method of this compound is introduced below., SDS of cas: 61367-43-9

Compound 1a (60 mg, 0.44 mmol) was dissolved in NMP (1 mL) and was added cis-4-methoxycyclohexan-1-amine hydrochloride (62 mg, 0.51 mmol), DIPEA (114 mg, 0.88 mmol), then was stirred at 100 C for 16 hours. The reaction mixture was cooled to room temperature, and was added to water, extracted with CH2Cl2 (10 mL x 3). The combined organic phase was washed with brine (10 mL), dried over Na2SO4 and filtered, the filtrate was concentrated in vacuo, the crude product was purified via preparative TLC (CH2Cl2/MeOH= 10/1) to afford compound 3b (35 mg, yield 32%) as a pale yellow solid.

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; Hangzhou Innogate Pharma Co., Ltd.; ZHANG, Hancheng; LIU, Shifeng; YE, Xiangyang; (47 pag.)EP3483158; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem