Reference of 121588-79-2, These common heterocyclic compound, 121588-79-2, name is trans-4-Methoxycyclohexanamine, 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.
To a DMF (2 mL) solution of (trans)- 3-(5-fluoro-2- methoxyphenoxy)cyclobutanecarboxylic acid (Intermediate 69) (50 mg, 0.21 mmol) was added HATU (1 19 mg, 0.312 mmol) and N,N-diisopropylethylamine (0.1 1 mL, 0.62 mmol). After 10 minutes, 4-((frans)-4-aminocyclohexyl)morpholin-3-one (Intermediate 73) (41 mg, 0.21 mmol) was added, and the mixture was stirred for 2 h, diluted with water and MeOH, and loaded onto a semi-prep HPLC (NH4OH as modifier) to afford the title compound as a light tan solid (43 mg, 49%). 1H NMR (400 MHz, CD3OD) delta 1 .26-1 .41 (m, 2 H), 1 .60-1 .70 (m, 4 H), 1 .90-1 .99 (m, 2 H), 2.29-2.41 (m, 2 H), 2.59 (ddd, J = 13, 7, 4 Hz, 2 H), 3.04 (dt, J = 10, 5 Hz, 1 H), 3.27 (dt, J = 3, 2 Hz, 2 H), 3.29-3.34 (m, 2 H), 3.56-3.62 (m, 1 H), 3.77 (s, 3 H), 3.80-3.86 (m, 2 H), 4.08 (s, 2 H), 4.25-4.34 (m, 1 H), 6.48-6.61 (m, 2 H), 6.87 (dd, J = 9, 5 Hz, 1 H); LC-MS (LC-ES) M+H = 421 .
The synthetic route of 121588-79-2 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DEATON, David Norman; GUO, Yu; HANCOCK, Ashley Paul; SCHULTE, Christie; SHEARER, Barry George; SMITH, Emilie Despagnet; STEWART, Eugene L.; THOMSON, Stephen Andrew; (556 pag.)WO2018/69863; (2018); A1;,
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