tert-butyl 5-(benzylamino)-4-methylhexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate → tert-butyl 5-amino-4-methylhexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate

Participants

Reaction Steps

A mixture of tert-butyl 5-(benzylamino)-4-methylhexahydrocyclopenta-[c]pyrrole-2(1H)-carboxylate (13.2 g, 39.9 mmol) and 20% palladium hydroxide on carbon (4.21 g, 5.99 mmol) was stirred under 30 psi hydrogen for 5 h. The mixture was filtered through a celite pad to remove the solid catalyst. The filter cake was rinsed with methanol. The filtrate was concentrated to give crude tert-butyl 5-amino-4-methylhexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate (10.3 g) as an approximately 3:1:1 mixture of three isomers. The material was taken to the next step without further purification. MS (ES+) m/z: 241.2 (M+H).

Provenance & Evidence