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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203069Generated: October 31, 2026

Diisobutylaluminumhydride → 1-(2-Cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-(hydroxymethyl)pyridin-2(1H)-one

https://huagongshe.com/reaction/2203069

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisobutylaluminumhydrideHCID 21225700—
ReactantHCID 89691256HCID 89691256—
SolventDichloromethaneHCID 6344—
Product1-(2-Cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-(hydroxymethyl)pyridin-2(1H)-oneHCID 8969112647.9%

Reaction Steps

To a stirred solution of methyl 1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-2-oxo-1,2-dihydropyridine-4-carboxylate (800 mg) in DCM (20 ml) was added diisobutylaluminum hydride (1.0 M in toluene, 1.04 ml) at −78° C., and the mixture was stirred at same temperature for 2 h. The reaction mixture was then quenched with a mixture of MeOH (2 ml) and water (2 ml), filtered through celite and the resulting filtrate was concentrated in vacuo. The residue was purified by column chromatography (MeOH/DCM) to give the title compound (350 mg) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365540B2
Source datasetuspto-grants-2016_06
ORD IDord-e2cda89f803e44bc837628e6344809a4
Source noteuspto-grants-2016_06