Sodium Methoxide → HCID 59145895, compound

Temperature

60 °C

To a solution of methyl 6-fluoro-5-(3-methoxy-3-oxopropyl)-2-methyl-2H-indazole-4-carboxylate (407 mg, 1.38 mmol) in tetrahydrofuran (14 mL) was added a solution of sodium methoxide (28%, 533 mg, 2.76 mmol) in methanol, and the mixture was stirred at 60° C. for 1 hr. The reaction solution was concentrated to dryness, 10% aqueous sulfuric acid solution (14 mL) was added, and the mixture was heated under reflux for 3 hr. The reaction solution was diluted with ethyl acetate, neutralized with saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (269 mg, yield 95%).

1. concentrationThe reaction solution was concentrated to dryness, 10% aqueous sulfuric acid solution (14 mL)
2. additionwas added
3. temperaturethe mixture was heated
4. temperatureunder reflux for 3 hr
5. additionThe reaction solution was diluted with ethyl acetate
6. extractionextracted with ethyl acetate
7. washThe extract was washed with saturated brine
8. dry with materialdried over anhydrous sodium sulfate
9. customThe solvent was evaporated under reduced pressure

ORD record

ord-7eb9cc010daa45689db9c57f4f3438bf

Source dataset

uspto-grants-2012_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08247429B2