6-(3-Chloro-4-fluoro-phenyl)-8-methyl-8-vinyl-5,6,7,8-tetrahydro-[1,5]naphthyridine-2-carboxylic acid → 6-(3-Chloro-4-fluoro-phenyl)-8-ethyl-8-methyl-5,6,7,8-tetrahydro-[1,5]naphthyridine-2-carboxylic acid
반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[CH2:18][C:17]([CH3:21])([CH:19]=[CH2:20])[C:16]3[N:15]=[C:14]([C:22]([OH:24])=[O:23])[CH:13]=[CH:12][C:11]=3[NH:10]2)[CH:5]=[CH:6][C:7]=1[F:8]>CO.[Pd]>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[CH2:18][C:17]([CH2:19][CH3:20])([CH3:21])[C:16]3[N:15]=[C:14]([C:22]([OH:24])=[O:23])[CH:13]=[CH:12][C:11]=3[NH:10]2)[CH:5]=[CH:6][C:7]=1[F:8]참가 물질
4
실험 절차
The mixture solution of 6-(3-chloro-4-fluoro-phenyl)-8-methyl-8-vinyl-5,6,7,8-tetrahydro-[1,5]naphthyridine-2-carboxylic acid (100 mg, 0.3 mmol) and 10% palladium on active carbon (30 mg) in methanol (50 mL) was stirred at room temperature under hydrogen (14 psi) for 8 hours. The catalyst was filtered off and washed with ethyl acetate. The filtrate was concentrated in vacuo and purified by preparative HPLC to afford 6-(3-chloro-4-fluoro-phenyl)-8-ethyl-8-methyl-5,6,7,8-tetrahydro-[1,5]naphthyridine-2-carboxylic acid (30 mg, 30%) as a yellow oil. MS (ESI+) [(M+H)+] 349.2.