Water → 1-[2-Fluoro-4-(2-{[4-(4-methylpiperazin-1-yl)piperidine-1-carbonyl]amino}pyridin-4-yloxy)phenylcarbamoyl]cyclopropanecarboxylic acid

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Reaction Steps

1-[2-Fluoro-4-(2-{[4-(4-methylpiperazin-1-yl)piperidine-1-carbonyl]amino}pyridin-4-yloxy)phenylcarbamoyl]cyclopropanecarboxylic acid benzyl ester (800 mg) was dissolved in a mixed solvent of tetrahydrofuran (4 ml) and ethanol (4 ml), palladium on carbon (400 mg) was added, and the mixture was stirred at room temperature under a hydrogen atmosphere (0.15 MPa) for 4 hours. Water (4 ml) was added to the reaction mixture, which was filtered, and the residue was washed with a 50% aqueous ethanol (8 ml) and water (4 ml), and the filtrate was concentrated. Tetrahydrofuran (8 ml) and ethanol (8 ml) was added to the residue, which was concentrated. Tetrahydrofuran (8 ml), ethyl acetate (8 ml) and ethanol (2 ml) were added to the residue, which was concentrated. Tetrahydrofuran (8 ml) and ethanol (16 ml) were added to the residue, which was concentrated to precipitate crystals. The crystals were suspended in tetrahydrofuran (16 ml), stirred at room temperature for 40 minutes, filtered, and dried to give the title compound (550 mg) as white crystals.

Provenance & Evidence