1-Hydroxybenzotriazole → tert-butyl(2R)-2-({cyclopropyl[4-methoxy-3-(3-methoxypropoxy)benzyl]amino}carbonyl)morpholin-4-carboxylate

Participants

Reaction Steps

1-Hydroxybenzotriazole (175 mg), triethylamine (145 μl) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (249 mg) were added to a solution of (2R)-(tert-butoxycarbonyl)morpholin-2-carboxylic acid (200 mg) and N-[4-methoxy-3-(3-methoxypropoxy)benzyl]cyclopropanamine hydrochloride (a compound of Reference Example 1(2), 313 mg) in N,N-dimethylformamide (5 ml) successively and the mixture was stirred at room temperature for 3 hours. Water was added to the mixture under ice-cooling and it was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium bicarbonate and saturated brine successively, dried over sodium sulfate and concentrated in vacuo. The resulted residue was purified with a silica gel column chromatography (eluting solvent: n-hexane/ethyl acetate=1/1) to give tert-butyl(2R)-2-({cyclopropyl[4-methoxy-3-(3-methoxypropoxy)benzyl]amino}carbonyl)morpholin-4-carboxylate (368 mg) as a colorless oil.

Provenance & Evidence