Hydrochloric Acid → HCID 10506033, compound

Participants

Reaction Steps

A mixture of (3RS)-3-benzyloxycarbonylamino-5-ethyl-2,3-dihydro-1-carboxymethyl-9-methyl-1H-1,4-benzodiazepin-2-one (1.22 g), N-ethyl-N′-(3-dimethylaminopropyl)carbodiimide hydrochloride (642 mg), 1-hydroxybenzotriazole (453 mg), 3-azabicyclo[3.2.2]nonane (419 mg) and triethylamine (1.55 ml) in N,N-dimethylformamide (30 ml) was stirred at room temperature overnight. Ethyl acetate and 0.1N aqueous hydrochloric acid were added to the reaction mixture, which was stirred for several minutes. The separated organic layer was washed with 1N aqueous hydrochloric acid, water twice, a saturated aqueous solution of sodium bicarbonate and brine, successively, and then dried over magnesium sulfate. The solvent was evaporated in vacuo, and the residue was triturated in diisopropyl ether and collected by filtration to afford (3RS)-1-[(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl]-3-benzyloxycarbonylamino-2,3-dihydro-5-ethyl-9-methyl-1H-1,4-benzodiazepin-2-one (1.23 g, 79.9%) as a crystalline powder.

Provenance & Evidence