反应详情

Methyl 5′-[(2-chloroisonicotinoyl)amino]-2′-methyl-1,1′-biphenyl-4-carboxylate (1.63 g, 4.28 mmol) and lithium hydroxide monohydrate (376 mg, 9.0 mmol) were mixed in water (5 ml) and THF (10 ml) and stirred at room temperature for 90 h. The pH was adjusted to pH3 by addition of hydrochloric acid (2N) and the mixture extracted with ethyl acetate (3×50 ml). The combined extracts were washed with water (75 ml), brine (75 ml), dried (magnesium sulphate) and concentrated under vacuum. The residue was purified by flash column chromatography on silica eluting with DCM/ethanol/ammonia (30:8:1 then 20:8:1). The solvents were evaporated under vacuum to give 5′-[(2-chloroisonicotinoyl)amino]-2′-methyl-1,1′-biphenyl-4-carboxylic acid (1.15 g, 73%).

1. extractionthe mixture extracted with ethyl acetate (3×50 ml)
2. washThe combined extracts were washed with water (75 ml), brine (75 ml)
3. dry with materialdried (magnesium sulphate)
4. concentrationconcentrated under vacuum
5. customThe residue was purified by flash column chromatography on silica eluting with DCM/ethanol/ammonia (30:8:1
6. customThe solvents were evaporated under vacuum