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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1492606Generated: November 1, 2026

Triphenylphosphine → 5,7-dimethyl-2-ethyl-3-[4-tert-butyldimethylsilyloxy-3,5-dipropylphenyl]methyl-3H-imidazo[4,5-b]pyridine

https://huagongshe.com/reaction/1492606

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant2,6-Dimethyl-8-ethyl-1-deazapurineHCID 9815374—
Reactant(4-{[tert-Butyl(dimethyl)silyl]oxy}-3,5-dipropylphenyl)methanolHCID 19080464—
SolventTetrahydrofuranHCID 8028—
Product5,7-dimethyl-2-ethyl-3-[4-tert-butyldimethylsilyloxy-3,5-dipropylphenyl]methyl-3H-imidazo[4,5-b]pyridineHCID 1938568580.2%

Reaction Steps

To a solution of 4.2 g (13.0 mmol) of the product of Step E, 2.5 g (14.0 mmol) of 5,7-dimethyl-2-ethylimidazo[4,5-b]pyridine and 5.62 (20.0 mmol) of triphenylphosphine dissolved in 40 mL of THF, was added 3.396 g (20.0 mmol) of diethyl azodicarboxylate and the mixture was stirred for 1 hour. The reaction mixture was then concentrated in vacuo and the residual oil was purified on a silica gel flash chromatography column eluted with 25-40% ethyl acetate/hexane to afford 5 g (80%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05374638
Source datasetuspto-grants-1994_12
ORD IDord-5b0d705b893048b7ab1e7aafed19da3a
Source noteuspto-grants-1994_12