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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388129Generated: October 29, 2026

1-Phenylethanol → HCID 66699709, compound

https://huagongshe.com/reaction/388129

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-PhenylethanolHCID 7409—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactanttert-Butyl 6-bromo-2-oxo-1-(1-phenylethyl)-1H-imidazo[4,5-b]pyridine-3(2H)-carboxylateHCID 66699891—
ReactantHCID 86658263HCID 86658263—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66699709HCID 6669970936%

Reaction Steps

tert-Butyl 6-bromo-2-oxo-1-(1-phenylethyl)-1H-imidazo[4,5-b]pyridine-3(2H)-carboxylate. To a solution of tent-butyl 6-bromo-2-oxo-1H-imidazo[4,5-b]pyridine-3(2H)-carboxylate (See Example 166.C) (0.60 g, 1.97 mmol), 1-phenylethanol (0.289 g, 2.37 mmol) and triphenylphosphine (0.62 g, 2.37 mmol) in tetrahydrofuran (15 mL) was added diisopropyl azodicarboxylate (0.46 mL, 2.37 mmol). After stirring at room temperature for 1 h, the solvent was removed under reduced pressure. The crude product was purified by silica gel chromatography to afford the title compound (0.30 g, 36% yield). MS (ESI) m/z 418.2 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372976B2
Source datasetuspto-grants-2013_02
ORD IDord-33ac96e566d841d388711236c8c802e8
Source noteuspto-grants-2013_02