Ether hydrochloride → 1-(4-Chlorobenzyl)pyrrolidin-3-amine dihydrochloride

Participants

Reaction Conditions

Reaction Steps

A solution of 3-(tert-butoxycarbonyl)amino-1-(4-chlorobenzyl)pyrrolidine (6.38 g, 20.5 mmol) in CH3OH (80 mL) was treated with 1 N HCl-Et2O (100 mL) and was stirred at 25° C. for 15 h. The solvent was removed under reduced pressure to afford a solid which was purified by recrystallization (1:2 CH3OH—CH3CN, 150 mL) to give 3-amino-1-(4-chlorobenzyl)pyrrolidine dihydrochloride as a white powder (4.939 g, 84.9%): 1H NMR (d6-DMSO, 300 MHz) δ3.15 (br, 1 H), 3.3-3.75 (br-m, 4 H), 3.9 (br, 1 H), 4.05 (br, 1 H), 4.44 (br, 1 H), 4.54 (br, 1 H), 7.5-7.7 (m, 4 H), 8.45 (br, 1 H), 8.60 (br, 1 H); The purity was determined by RPLC/MS (>99%); ESI/MS m/e 211.0 (M++H, C11H16ClN2).

Provenance & Evidence