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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203111Generated: October 31, 2026

Triphenylphosphine → 4-((4-(Difluoromethyl)-1,3-thiazol-2-yl)methoxy)-1-(2-ethyl-1-methyl-1H-benzimidazol-6-yl)pyridin-2(1H)-one

https://huagongshe.com/reaction/2203111

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant2-methoxyethyl N-(2-methoxyethoxycarbonylimino)carbamateHCID 53384415—
Reactant2-Thiazolemethanol, 4-(difluoromethyl)-HCID 68096379—
Reactant1-(2-Ethyl-1-methyl-1H-benzimidazol-6-yl)-4-hydroxypyridin-2(1H)-oneHCID 89690998—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product4-((4-(Difluoromethyl)-1,3-thiazol-2-yl)methoxy)-1-(2-ethyl-1-methyl-1H-benzimidazol-6-yl)pyridin-2(1H)-oneHCID 8970266713.1%

Reaction Steps

A mixture of (4-(difluoromethyl)-1,3-thiazol-2-yl)methanol (61.3 mg), 1-(2-ethyl-1-methyl-1H-benzo[d]imidazol-6-yl)-4-hydroxypyridin-2(1H)-one (50 mg), triphenylphosphine (146 mg), bis(2-methoxyethyl) azodicarboxylate (130 mg) and THF (3 ml) was stirred at room temperature for 3 h. The mixture was diluted with water, and extracted with EtOAc. The extract 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 (10.1 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365540B2
Source datasetuspto-grants-2016_06
ORD IDord-9ee8129c1882422a8895680434487701
Source noteuspto-grants-2016_06