Diisopropylethylamine → HCID 178469230, compound

Participants

Reaction Steps

DIPEA (1.05 eq.) was added to a solution of cis-4-aminocyclohexanol hydrochloride (0.080 g, 0.53 mmol) in methanol (2.0 mL) and stirred for 5 min. To this solution 1-tert-butyl 3-ethyl 3-(2-oxoethyl)-piperidine-1,3-dicarboxylate (0.15 g, 0.5 mmol) was added followed by sodium triacetoxyborohydride (0.21 g, 1.0 mmol) and the mixture was stirred for 2 h. The reaction was acidified by adding AcOH and diluted with water and extracted with ether. The aqueous phase was then basified by adding 1 N NaOH and extracted with ethyl acetate which was then washed with water then brine, dried, and concentrated to give the desired product (0.17 g, 85%). LC-MS: 399.2 (M+H)+.

Provenance & Evidence