Ammonium formate → Methyl 5-Fluoro-6-methylnicotinate
Reaction equation
[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[C:8]([F:10])[C:7]([CH3:11])=[N:6][C:5]=1Cl.C([O-])=O.[NH4+]>[Pd]>[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[C:8]([F:10])[C:7]([CH3:11])=[N:6][CH:5]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A flask containing 10% Pd/C (0.20 g, 0.19 mmol) and 2-chloro-5-fluoro-6-methyl-nicotinic acid methyl ester (0.410 g, 2.01 mmol) is placed under an atmosphere of Ar. The atmosphere of the vessel is evacuated and refilled with Ar three times. To this is added MeOH (30 mL) followed by ammonium formate (1.0 g, 16 mmol). The mixture is stirred at room temperature for 1 h. The mixture is filtered through a pad of diatomaceous earth and concentrated under reduced pressure to provide a solid. The material is washed with EtOAc and filtered to remove insoluble material. The filtrate is concentrated under reduced pressure to provide 0.210 g (61.6%) of 5-fluoro-6-methyl-nicotinic acid methyl ester as a solid.