反应详情

282 mg of N,N′-carboxydiimidazole was added to a tetrahydrofuran (5 ml) solution of 399 mg of the above carboxylic acid, and stirred at room temperature for 30 minutes. With cooling with ice, the above reaction liquid was added to an aqueous 5 ml solution of 219 mg of sodium borohydride, and stirred for 20 minutes. This was neutralized with aqueous 10% citric acid solution added thereto, then extracted with ethyl acetate, the organic layer was dried, and the solvent was evaporated away under reduced pressure to obtain 367 mg of (5-{[6-(5-methyl-1,2,4-oxadiazol-3-yl)pyridin-3-yl]oxy}-2-nitrophenyl)methanol as a pale yellow solid.

1. temperatureWith cooling with ice
2. customthe above reaction liquid
3. stirringstirred for 20 minutes
4. additionadded
5. extractionextracted with ethyl acetate
6. customthe organic layer was dried
7. customthe solvent was evaporated away under reduced pressure