Acetic Acid → HCID 86732547, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (5-((tert-butyldimethylsilyloxy)methyl)-1,3,4-oxadiazol-2-yl)(5,6-dichloropyridin-3-yl)methanone (70) (1.75 g, 4.51 mmol) in tetrahydrofuran (8.8 mL) and ethanol (8.8 mL) was added sodium tetrahydroborate (0.085 g, 2.25 mmol) at 0° C. under nitrogen atmosphere. The resulting mixture was stirred at 0° C. for 15 min. AcOH was added to the reaction flask and the mixture was extracted with ethyl acetate (50 mL×2). The resulting organic layer was washed with H2O, brine, dried over anhydrous sodium sulfate, and concentrated in vacuo to afford 1.79 g of the product (71) as a pale yellow oil (quant.).

Provenance & Evidence