Methyl 5-(benzyloxy)-6-(2-fluoro-5-methoxyphenyl)nicotinate → Methyl 6-(2-fluoro-5-methoxyphenyl)-5-hydroxynicotinate
Reaction equation
C([O:8][C:9]1[C:10]([C:19]2[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[CH:21][C:20]=2[F:27])=[N:11][CH:12]=[C:13]([CH:18]=1)[C:14]([O:16][CH3:17])=[O:15])C1C=CC=CC=1>C(OCC)(=O)C.[Pd]>[F:27][C:20]1[CH:21]=[CH:22][C:23]([O:25][CH3:26])=[CH:24][C:19]=1[C:10]1[C:9]([OH:8])=[CH:18][C:13]([C:14]([O:16][CH3:17])=[O:15])=[CH:12][N:11]=1Participants
4
Procedure
Under a nitrogen atmosphere, to a solution of methyl 5-(benzyloxy)-6-(2-fluoro-5-methoxyphenyl)nicotinate (1.50 g) in ethyl acetate (20 mL) was added 10% palladium-activated carbon (433 mg) and the mixture was stirred under a hydrogen atmosphere at room temperature for 20 hr. The reaction mixture was filtered through celite, and the filtrate was concentrated under reduced pressure to give the title compound (1.00 g) as a yellow solid. This compound was used for the next step without further purification.