Ammonia → HCID 68626800, compound

Participants

Reaction Steps

Upon cooling by an ice-water bath, to a solution of 10 mL of hydrochloric acid (8 N) was added dropwise 5-cyclohexylmethyl-5-isocyanato-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid dimethylamide 15e (0.65 g, 2.03 mmol). Then the ice-water bath was removed. The reaction mixture was reacted at 50° C. for 20 minutes. The reaction was monitored by TLC until the disappearance of the starting materials. The mixture was adjusted to pH>8 with concentrated ammonia and extracted with ethyl acetate (30 mL×5). The combined organic extracts were dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain 5-amino-5-cyclohexylmethyl-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid dimethylamide 15f (0.5 g, yield 84%) as a grey oil.

Provenance & Evidence