Water → HCID 20786373, compound

Participants

Reaction Steps

To a heterogeneous mixture of 2-[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-ylmethanesulfinyl]-1H-benzimidazole (500 mg, 1.36 mmol) in CH2Cl2 (10 mL) was added NaH (40 mg, 1.65 mmol) at room temperature resulting in a clear solution. To this clear mixture was added 4-(4-chlorosulfonyl-3-Isopropylphenoxyactamido)-butyric acid 2-(3-nitrobenzenesulfonyl)ethyl ester (Intermediate 26, 1.0 g, 1.70 mmol, 1.25 eq) in CH2Cl2 (5 mL) at room temperature, and then the mixture was stirred for 2 h. Thereafter water was added, the mixture was extracted with CH2Cl2, the organic layers were dried and concentrated under reduced pressure. The residual oil was purified by column chromatography (CH2Cl2 to 3% MeOH in CH2Cl2) to yield Intermediate 27 (1.0 g, 80%) as an off-white foam.

Provenance & Evidence