4-Methylmorpholine → HCID 15896003, compound

Participants

Reaction Conditions

Reaction Steps

1-Benzyl-3-[(4-methoxyphenyl)sulfonyl]-6-oxo-hexahydro-pyrimidine-4(R)-carboxylic acid (206 mg, 0.5 mmol) is dissolved in N,N-dimethylformamide (20 mL) and is cooled to 0° C. To this is added 1-hydroxybenzotriazole (203 mg, 1.5 mmol), 4-methylmorpholine (0.16 mL, 1.5 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (117 mg, 0.61 mmol) followed, after 20 minutes, with O-benzylhydroxylamine hydrochloride (89 mg, 0.56 mmol). The reaction is stirred for 4 hours at room temperature, water (50 mL) is added and the product is extracted with ethyl acetate (3x). The combined organic phases are washed with water (2x), dried (Na2SO4) and concentrated under reduced pressure to give N-benzyloxy 1-benzyl-3-[(4methoxyphenyl)sulfonyl]-6-oxo-hexahydro-pyrimidine4(R)-carboxamide.

Provenance & Evidence