Trifluoroacetic acid → HCID 10070444, compound

Participants

Reaction Steps

To 40 mg (0.10 mmol) of acid 24-1 in DMF was added 18 mg (0.12 mmol) of O-(t-butyldimethylsilyl)hydroxylamine, 29 mg (0.15 mmol) of EDCI, 17 mg (0.13 mmol) HOAT, and 28 μL (0.20 mmol) of triethylamine. After stirring overnight at room temperature, ˜300 μL of trifluoroacetic acid was added and stirring was continued for 1 h. The reaction was partitioned between EtOAc and saturated NaHCO3, the organic phase was washed with brine, dried over MgSO4, and concentrated. The residue was purified by column chromatography on silica gel with MeOH/CHCl3 to provide 26-1 as a white solid. Data for 26-1: HRMS (ES) calc'd M+Na for C22H23F2N3O3: 438.1599. Found: 438.1618.

Provenance & Evidence