Water → HCID 15952177, compound

Participants

Reaction Steps

To a solution of 10-{[2′-(azidomethyl)-1,1′-biphenyl-4-yl]carbonyl}-N-(pyridin-3-ylmethyl)-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-3-carboxamide (0.49 mmole) of Step B in tetrahydrofuran (3 mL) was added solid triphenylphosphine (0.55 mmole). The mixture was stirred at room temperature for 16 hours. Water (0.3 mL) was then added and the reaction mixture was heated to 45° C. for 3 hours. The solvent was removed by evaporation and the residue was extracted with dichloromethane. The organic solution was dried over anhydrous sodium sulfate, and evaporated. The residue was purified by HPLC (normal phase, 20-70% gradient of [20% methanol in dichloromethane] and hexane, Luna CN bonded packing) and crystallized upon solvent evaporation, m.p. 115-120° C.

Provenance & Evidence