Methanol → HCID 68686684, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of methyl (4′-{[3-{[(pyridin-3-ylmethyl)amino]carbonyl}-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-yl]carbonyl}-1,1′-biphenyl-2-yl)acetate of Example 32 (0.585 g, 1.03 mmol) in 2:1 v/v methanol:water (12 mL) was added lithium hydroxide monohydrate (87 mg, 2.07 mmol) and the mixture heated to reflux for 90 minutes. The cooled reaction mixture was concentrated in vacuo to remove methanol and then diluted with water (10 mL). The aqueous phase was washed with ethyl acetate (2×10 mL) then slowly added to a mixture of 1 M aqueous hydrochloric acid (2.2 mL) in water (20 mL) and the resulting suspension cooled to 0° C. for 1 hour. Filtration afforded the title compound (0.381 g, 66%) as a tan solid.

Provenance & Evidence