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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203087Generated: November 1, 2026

Triphenylphosphine → HCID 89691317, compound

https://huagongshe.com/reaction/2203087

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant(5-Bromopyridin-2-yl)methanolHCID 5200169—
Reactant2-methoxyethyl N-(2-methoxyethoxycarbonylimino)carbamateHCID 53384415—
Reactant1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-hydroxypyridin-2(1H)-oneHCID 89691084—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89691317HCID 8969131731.4%

Reaction Steps

To a solution of 1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-hydroxypyridin-2(1H)-one (50 mg), (5-bromopyridin-2-yl)methanol (66.8 mg) and triphenylphosphine (140 mg) in THF (6 ml) was added bis(2-methoxyethyl) azodicarboxylate (125 mg), and the mixture was stirred at room temperature for 3 h. The mixture was poured into water and extracted with EtOAc. The extract was washed with brine, dried over MgSO4, concentrated and purified by silica gel column chromatography (hexane/EtOAc to EtOAc/MeOH). The resulting solid was recrystallized from EtOH-water to give the title compound (25.2 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365540B2
Source datasetuspto-grants-2016_06
ORD IDord-609c8f6c5177411bbcb77c194b51535c
Source noteuspto-grants-2016_06