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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203084Generated: October 31, 2026

Dimethylformamide → 1-(2-Cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-(2,3-dihydro-1-benzofuran-5-ylmethoxy)pyridin-2 (1H)-one

https://huagongshe.com/reaction/2203084

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
Reactant(2,3-Dihydro-1-benzofuran-5-yl)methanolHCID 2776158—
Reactant4-Chloro-1-(2-cyclopropyl-1-methyl-1h-benzimidazol-6-yl)-2(1h)-pyridinoneHCID 89690961—
SolventWaterHCID 962—
Product1-(2-Cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-(2,3-dihydro-1-benzofuran-5-ylmethoxy)pyridin-2 (1H)-oneHCID 8969124329%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-chloro-1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)pyridin-2(1H)-one (100 mg), (2,3-dihydrobenzofuran-5-yl)methanol (100 mg), cesium carbonate (326 mg) and DMF (3 ml) was heated at 100° C. overnight. The mixture was poured into water, and extracted with EtOAc. The organic layer was washed with brine, dried over MgSO4, concentrated in vacuo, and purified by NH silica gel column chromatography (hexane/EtOAc) to give the title compound (40 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365540B2
Source datasetuspto-grants-2016_06
ORD IDord-90cb1a5d736340a9bcd3ce7744f5fb54
Source noteuspto-grants-2016_06