Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873956Generated: November 3, 2026

Potassium Sodium Tartrate → (6-(Benzyloxy)-1-(tetrahydro-2H-pyran-2-yl)indazol-3-yl)methanol

https://huagongshe.com/reaction/1873956

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Sodium TartrateHCID 9357—
ReactantSodium BicarbonateHCID 516892—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantEthyl 6-benzyloxy-1-(tetrahydro-2H-pyran-2-yl)indazole-3-carboxylateHCID 59370773—
SolventTetrahydrofuranHCID 8028—
SolventOxolane--water (1/1)HCID 21881883—
Product(6-(Benzyloxy)-1-(tetrahydro-2H-pyran-2-yl)indazol-3-yl)methanolHCID 5937071495.7%

Reaction Steps

Ethyl6-benzyloxy-1-(tetrahydro-2H-pyran-2-yl)-indazole-3-carboxylate (182 mg) which can be prepared according to the method described in Reference example 21, etc. was dissolved in dehydrated THF (4.78 mL; manufactured by Kanto Chemical Co., Inc.). After the replacement with nitrogen, LiAlH4 (54 mg) was added at 0° C., and the mixture was stirred for 1 hour while warming to room temperature. After cooling to 0° C., THF/water=1/1(5 mL), rochelle salt (manufactured by Kanto Chemical Co., Inc.), and saturated aqueous solution of sodium hydrogen carbonate were added, and extraction was carried out twice with ethyl acetate. The organic layer was washed twice with water and once with brine and dried over anhydrous sodium sulfate. After the solvent was evaporated under reduced pressure, hexane was added to the residue and the solvent was evaporated under reduced pressure to give the title compound (155 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304443B2
Source datasetuspto-grants-2012_11
ORD IDord-ec83bf7d67c346829a1e12a215131f79
Source noteuspto-grants-2012_11