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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 878556Generated: October 25, 2026

Water → (1-Methyl-1H-indazol-6-yl)methanol

https://huagongshe.com/reaction/878556

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantMethyl 1-methyl-1H-indazole-6-carboxylateHCID 22598983—
SolventTetrahydrofuranHCID 8028—
Product(1-Methyl-1H-indazol-6-yl)methanolHCID 4411926597.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of methyl 1-methyl-1H-indazole-6-carboxylate (230 mg, 1.21 mmol, PREPARATION 4) in anhydrous THF (4 mL) was cooled to 0° C., LiAlH4 (92 mg, 2.42 mmol) was added in portions below 0° C., and the mixture was then stirred at 0° C. for 1.5 h, added water:10% NaOH: water=0.2 mL: 0.2 mL: 0.6 mL carefully, filtered, and the filtrate was concentrated and purified by silica gel flash column to give 192 mg of crude product which was used directly for next step (98%). [M+H] Calc'd for C9H10N2O, 163; Found, 163.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987461B2
Source datasetuspto-grants-2015_03
ORD IDord-72151192a6564b58bcad3686ca25a30b
Source noteuspto-grants-2015_03