Sodium Methoxide → HCID 86662981, compound
Reaction equation
Cl[C:2]1[C:7]([C:8]2[O:12][C:11]([CH3:13])=[N:10][CH:9]=2)=[CH:6][CH:5]=[C:4]([Cl:14])[N:3]=1.[CH3:15][O-:16].[Na+]>CO>[Cl:14][C:4]1[N:3]=[C:2]([O:16][CH3:15])[C:7]([C:8]2[O:12][C:11]([CH3:13])=[N:10][CH:9]=2)=[CH:6][CH:5]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a mixture of 2,6-dichloro-3-(2-methyl-1,3-oxazol-5-yl)pyridine (2.22 g) in methanol (25 mL) was added sodium methoxide (5M methanol solution, 1.9 mL) at room temperature, and the mixture was stirred under a nitrogen atmosphere over the weekend. The reaction mixture was concentrated and diluted with water, and the mixture was extracted with ethyl acetate. The organic layer was separated, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane), and separated by HPLC (column: Chiralpak AD, mobile phase: hexane/2-propanol) to give the title compound (867 mg).