Sodium Hydroxide → HCID 178527212, compound

Participants

Reaction Steps

5-Fluoro-2-[[(4-cyclopropylmethoxy-2-pyridinyl)methyl]thio]-1H-benzimidazole (1.25 g, 0.0036 mol) was dissolved in CH2Cl2 (40 ml). NaHCO3 (0.6 g, 0.0072 mol) dissolved in H2O (20 ml) was added and the mixture was cooled to +2° C. m-Chloroperbenzoic acid, 84% (0.73 g, 0.0036 mol) dissolved in CH2Cl2 (5 ml) was added under stirring. Stirring was continued at room temperature for 15 min. The two phases were separated and NaOH (0.29 g, 0.0072 mol) dissolved in H2O (25 ml) was added to the organic phase. The mixture was stirred, the phases were separated and the H2O phase was treated with Norite and filtered. Methylformiate (0.45 ml, 0.0073 mol) dissolved in H2O (5 ml) was added dropwise under stirring. After extraction with CH2Cl2 and drying with Na2SO4 the solvent was evaporated. In this way the title compound was obtained (0.93 g, 69%). NMR data for the final product is given below.

Provenance & Evidence