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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749866Generated: November 2, 2026

Sodium Sulfate → HCID 178520030, compound

https://huagongshe.com/reaction/1749866

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium SulfateHCID 24436—
Reactant1H-Indazole-3-carboxylic acid, 5-chloro-, methyl esterHCID 12689369—
ReactantDiisobutylaluminumhydrideHCID 21225700—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178520030HCID 17852003011.5%

Reaction Conditions

Temperature-10 °C

Reaction Steps

A solution of methyl 5-chloro-1H-indazole-3-carboxylate (2.11 g, 10.0 mmol) in THF (70 mL) was cooled to −10° C., and added dropwise with a 1 M solution of diisobutylaluminum hydride in toluene (36.0 mL). After completion of the addition, the mixture was stirred at −10° C. for 1 hour, and then stirred overnight at room temperature. The reaction mixture was added dropwise with saturated aqueous sodium sulfate under ice cooling to terminate the reaction, and then the reaction mixture was filtered through Celite. The filtrate was concentrated, and the resulting residue was purified by silica gel column chromatography (chloroform/methanol) to obtain the objective (5-chloro-1H-indazol-3-yl)methanol (0.210 g, 11%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-d344d4ba0c7b4833887fada68078ac40
Source noteuspto-grants-2015_10