[F:1][C:2]1[C:3]([CH2:13][OH:14])=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]([CH3:12])[CH:6]=[CH:5]2>C(O)C.Cl.[Pd].[Pt]>[F:1][C:2]1[C:3]([CH2:13][OH:14])=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]([CH3:12])[CH2:6][CH2:5]2A solid which was chiefly 1,2-dihydro-6-fluoro-5-hydroxymethylquinaldine (7.0 g) was dissolved in 200 ml of ethanol containing 1 ml of concentrated hydrochloric acid, 1.0 g of 5% palladium on charcoal, and 1.0 g 5% platinum on charcoal and the mixture was hydrogenated at 50 psi at 20° C. for 5 hours. The solution was filtered and the filtrate was evaporated to provide white solid 6-fluoro-5-hydroxymethyl-1,2,3,4-tetrahydroquinaldine as determined by nuclear magnetic resonance spectral analysis.
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