Biphenyl → HCID 10211852, compound

Participants

Reaction Steps

To a solution of 10-[(2-methyl-2′-trifluoromethyl-[1.1°-biphenyl]-4-yl)carbonyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-3-carboxylic acid of Example 1, Step F (1.0 g, 2.04 mmol), and N-methyl-D-glucamine (0.48 g, 2.46 mmol) in N,N-dimethylformamide (8 mL) was added 1-hydroxybenzotriazole (0.30 g, 2.22 mmol) and 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (0.43 g, 2.24 mmol) followed by N,N-diisopropylethyl amine (0.55 mL, 3.09 mmol). The reaction mixture was stirred overnight, diluted with ethyl acetate and washed with water and saturated aqueous sodium bicarbonate. The organic phase was then dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to give a yellow foam. Purification by flash chromatography on silica gel using a solvent system of 10% methanol in chloroform provided 1.08 g of title compound as a white foam.

Provenance & Evidence