Water → HCID 68628951, compound

Participants

Reaction Steps

To a solution of (2-chloromethyl-4,5-difluoro-phenyl)-carbamic acid tert-butyl ester) (5.65 g, 20.3 mmol) in DMF (50 mL) was added DIPEA (10.6 mL, 60.9 mmol). The resulting solution was stirred for 5 min, followed by dropwise addition of solution of glycine methyl ester hydrochloride in DMF at 0° C. The reaction mixture was stirred overnight at 50° C. After completion of the reaction as confirmed by TLC, water (60 mL) was added to the reaction mixture and crude compound was extracted with EtOAc (3×50 mL). The combined organic layers were dried over Na2SO4. The solvents were removed in vacuo to afford the crude compound which was purified by column chromatography (silica gel: 1.5:8.5 EtOAc:Pet. ether) to obtain pure (2-tert-butoxycarbonylamino-4,5 difluoro-benzylamino)-acetic acid methyl ester (5.37 g, 80%) as thick gel.

Provenance & Evidence