methyl-2-amino-2-cyclopropyla cetate hydrochloride synthesis

Yield: 0.60 g (85%)

Reaction Conditions:

with thionyl chloride in methanol

Steps:

141 methyl amino(cyclopropyl)acetate hydrochloride
Preparation 141 methyl amino(cyclopropyl)acetate hydrochloride To a solution of cyclopropyl glycine (0.50 g, 4.3 mmol) in ice cold MeOH (4.3 mL) was added dropwise SOCl₂ (1.3 g, 0.8 mL, 11 mmol). The ensuing mixture was stirred at 0° C. for 10 min then allowed to warm to rt. Stir at rt overnight, concentrate and dry at rt/0.5 mmHg to provide 0.60 g (85%) of methyl amino(cyclopropyl)acetate hydrochloride as a solid: ¹H NMR (DMSO-d6) δ0.51-0.69, 1.05-1.17, 3.36-3.39, 3.75, 8.69.

References:

Verhoest, Patrick R.;Hoffman, Robert Louis;Corbett, Jeffrey W.;Ennis, Michael Dalton;Frank, Kristine E.;Fu, Jian-Min US2003/144297, 2003, A1