Water → (1H-indazol-5-yl)methanol

Temperature

0 °C

A solution of methyl 1H-indazole-5-carboxylate (825 mg, 4.68 mmol) in tetrahydrofuran (20 ml) was added to a solution of lithium aluminum hydride (580 mg, 14.1 mmol) in tetrahydrofuran (16 ml) at 0° C. and stirred at 0° C. for 1 hour. A mixture of tetrahydrofuran (10 ml) and water (10 ml) was added to the reaction solution and the resulting mixture was filtered. The filtrate was concentrated and the resulting residue was diluted with chloroform and washed with a 1N-aqueous sodium hydroxide solution and then a saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous sodium sulfate and distilled under reduced pressure to remove the solvent, whereby 1H-indazole-5-ylmethanol (260 mg, 38%) was obtained.

1. additionwas added to the reaction solution
2. filtrationthe resulting mixture was filtered
3. concentrationThe filtrate was concentrated
4. additionthe resulting residue was diluted with chloroform
5. washwashed with a 1N-aqueous sodium hydroxide solution
6. dry with materialThe organic layer was dried over anhydrous sodium sulfate
7. distillationdistilled under reduced pressure
8. customto remove the solvent

ORD record

ord-0084effbda8f45b9ba5fb1605446c9e6

Source dataset

uspto-grants-2007_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07199147B2