Dimethyl Sulfoxide → HCID 11954415, compound

Participants

Reaction Steps

The title compound was prepared according to the procedure of Example 2 starting from 2,5-dimethyl-3-furyl)methylamine (0.264 g, 2.1 mmole), 2,2,2-trichloro-1-{10-[(2′-methoxy-1,1′-biphenyl-4-yl)carbonyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-3-yl}ethanone of Example 1 (1.138 g, 2.1 mmole), triethylamine (0.470 g, 2.2 eq., 4.6 mmole) and dimethylsulfoxide (1.1 g, 5.0 eq., 10.5 mmole) in 20 mL of acetonitrile. Flash chromatography of the residue on silica Merck-60 using a gradient elution of 30 to 45% ethyl acetate in hexane gave a white powder (0.453 g). Further purification was achieved by prep HPLC, Primesphere C18, 2×25 cm column, 68% acetonitrile in water containing trifluoroacetic acid, 100 ml/min, 254 nm detection. The pure fractions were neutralized with ammonium hydroxide and evaporated to an amorphous solid (0.153 g).

Provenance & Evidence