Acetic Acid → HCID 58459344, compound

Participants

Reaction Steps

To a mixture of (S)-tert-butyl 1-(2-amino-3-(methylsulfonyl)phenylamino)-1-oxopropan-2-ylcarbamate (prepared in example 51) (440 mg, 1.23 mmol), glacial AcOH (0.43 mL, 7.4 mmol) and cyclopropanecarbaldehyde (0.18 mL, 2.5 mmol) in 1,2-dichloroethane (5 mL) was added sodium triacetoxyborohydride (780 mg, 3.7 mmol) and stirred at rt under N2 for 18 h. The reaction mixture was diluted with EtOAc, washed with water, sat. aq sodium bicarbonate solution, brine, dried over magnesium sulfate, and concentrated in vacuo. Purification of the residue by flash chromatography on silica gel column using 10 to 20% gradient of EtOAC:DCM (1:1) in DCM as eluent to give (S)-tert-butyl 1-(2-(cyclopropylmethylamino)-3-(methylsulfonyl)phenylamino)-1-oxopropan-2-ylcarbamate: LC-MS (ESI) m/z 412.1 [M+H]+.

Provenance & Evidence