Application of 61367-07-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 61367-07-5 name is Methyl trans-4-aminocyclohexanecarboxylate hydrochloride, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
Step 1: Methyl (1r,4r)-4-(ethylsulfonamido)cyclohexane-1-carboxylate (0635) (0636) A solution of methyl (1r,4r)-4-aminocyclohexane-1-carboxylate hydrochloride (120 g, 0.62 mol) and Et3N (346 mL, 2.48 mol) in anhydrous DCM (2.5 L) was stirred at RT for 30 min. Ethanesulfonyl chloride (80.6 g, 0.63 mol) was added dropwise over 30 min to the reaction mixture at 0-5 C. After addition, the mixture was stirred at 0 C for 3 h. The mixture was quenched with water (250 mL) at 0 C. After partition, the organic layer was washed with H2O (600 mL, 5 volumes) and 1 N HCl (2 × 600 mL, 2 × 5 volumes), H2O (600 mL, 5 volumes) and brine (600 mL, 5 volumes), dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure to afford crude methyl (1r,4r)-4-(ethylsulfonamido)cyclohexane-1-carboxylate (117.6 g, 76%) as a light yellow solid, which was used for the next step without further purification.1H NMR (CDCl3400 MHz): delta 4.36 (d, J = 8.0 Hz, 1 H), 3.67 (s, 3 H), 3.29-3.22 (m, 1 H), 3.04 (q, J = 7.6 Hz, 2 H), 2.25-2.21 (m, 1 H), 2.15-2.09 (m, 2 H), 2.08-2.01 (m, 2 H), 1.58-1.51 (m, 2 H), 1.39-1.25 (m, 5 H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl trans-4-aminocyclohexanecarboxylate hydrochloride, and friends who are interested can also refer to it.
Reference:
Patent; VITAE PHARMACEUTICALS, INC.; CACATIAN, Salvacion; CLAREMON, David, A.; DILLARD, Lawrence, Wayne; DONG, Chengguo; FAN, Yi; JIA, Lanqi; LOTESTA, Stephen, D.; MARCUS, Andrew; MORALES-RAMOS, Angel; SINGH, Suresh, B.; VENKATRAMAN, Shankar; YUAN, Jing; ZHENG, Yajun; ZHUANG, Linghang; PARENT, Stephan, D.; HOUSTON, Travis, L.; (444 pag.)WO2017/214367; (2017); A1;,
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