[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]([O:11][CH3:12])=[O:10])[CH:6]=[N:7][CH:8]=1>Cl.CO.[Pt](=O)=O>[CH3:1][O:2][CH:3]1[CH2:8][NH:7][CH2:6][CH:5]([C:9]([O:11][CH3:12])=[O:10])[CH2:4]1Methyl 5-methoxypyridine 3-carboxylate (1 g, 6.02 mmol) and platinum (IV) oxide (50 mg) suspended in 1.25 M HCl in methyl alcohol (10 mL) were hydrogenated in Parr shaker under 40 psi overnight. The reaction mixture was filtered through a pad of celite, washed with MeOH and concentrated to give crude product.
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