Triethylamine → HCID 58564208, compound

Participants

Reaction Conditions

Reaction Steps

1-Hydroxybenzotriazole (74 mg), triethylamine (0.11 mL), N-hydroxy-4-{(S)-1-[(S)-6-(2-hydroxy-2-methyl-propyl)-2-oxo-6-phenyl-[1,3]oxazinan-3-yl]-ethyl}-benzamidine (150 mg), and 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide (140 mg) were added in the given order to a solution of acetic acid (21 μL) and dimethylformamide (3 mL) at room temperature. The resulting mixture was stirred at 70° C. for 1 h and then at room temperature overnight. Ethyl acetate was added and the resulting mixture was washed with water and brine and dried (Na2SO4). The solvent was removed and the residue was purified by chromatography on silica gel (CH2Cl2/MeOH 98:2->94:6) to afford the intermediate which was taken up in ethanol (2 mL) and stirred with microwave irradiation at 120° C. for 30 min. After cooling to room temperature, the solvent was evaporated and the residue was purified by chromatography on silica gel (CH2Cl2/MeOH 97:3) to afford the title compound.

Provenance & Evidence