Water → (5-fluoro-2-methyl-2H-indazol-4-yl)methanol

To a solution of methyl 5-fluoro-2-methyl-2H-indazole-4-carboxylate (4.10 g, 19.7 mmol) in tetrahydrofuran (197 mL) was slowly added a solution (1 M, 59.1 mL, 59.1 mmol) of diisobutylaluminum hydride in hexane at −78° C., and the mixture was stirred at room temperature for 3 hr. Water was added to the reaction mixture at 0° C., and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by flash silica gel column chromatography (ethyl acetate/hexane=1/1) to give the title compound (3.30 g, yield 93%).

1. extractionthe mixture was extracted with ethyl acetate
2. washThe extract was washed with saturated brine
3. dry with materialdried over anhydrous sodium sulfate
4. customthe solvent was evaporated under reduced pressure
5. customThe residue was purified by flash silica gel column chromatography (ethyl acetate/hexane=1/1)

ORD 기록

ord-798896fe7043489d833c7458b55ae0b8

출처 데이터셋

uspto-grants-2012_02

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08110585B2