4-Methylmorpholine → HCID 68225760, compound

Participants

Reaction Steps

Boc-L-Ala-OH (2.05 g, 10.8 mmol) and isobutyl chloroformate (1.4 g, 10.8 mmol) were dissolved in DCM (20 mL) and N-methyl morpholine (1.14 g, 11.3 mmol) was added to at −10° C. and stirred for 30 min. To the mixture was added N1-(3,5-difluorophenyl)-pyridine-2,3-diamine (1.2 g, 5.42 mmol) dissolved in DCM (10 mL). The reaction mixture was stirred at −10° C. for 30 min and then at rt overnight. After completion of the reaction, water (100 mL) was added and the organic layer was extracted with DCM (200 mL), dried over sodium sulfate and concentrated to provide a crude product, which was purified by column chromatography using 100-200 mesh silica gel and 35% EtOAc in hexane to provide (S)-tert-butyl-1-(2-(3,5-difluorophenylamino)pyridine-3-ylamino)-1-oxopropan-2-ylcarbamate: LC-MS (ESI) m/z 393.2 [M+H]+.

Provenance & Evidence