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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666289Generated: November 2, 2026

4-Hydroxymethylpyridine → HCID 66811834, compound

https://huagongshe.com/reaction/1666289

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxymethylpyridineHCID 11472—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantEthyl 5-fluoro-1H-pyrrolo[2,3-b]pyridine-2-carboxylateHCID 57345886—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66811834HCID 6681183472.4%

Reaction Steps

0.19 g (1.8 mmol) of 4-pyridylmethanol and then 0.48 g (1.8 mmol) of triphenylphosphine are successively added with stirring to a solution of 0.25 g (1.2 mmol) of ethyl 5-fluoro-1H-pyrrolo[2,3-b]pyridine-2-carboxylate, obtained according to the protocol described in step 1.3, in 10 mL of dry tetrahydrofuran maintained under an inert atmosphere. 0.32 g (1.8 mmol) of diethyl azodicarboxylate is then added dropwise at 0° C. The reaction mixture is then stirred for 72 hours at room temperature and then concentrated under reduced pressure. The resulting oil is purified by chromatography on a column of silica gel, eluting with a mixture of heptane and ethyl acetate. 0.26 g of the expected product is isolated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044066B2
Source datasetuspto-grants-2011_10
ORD IDord-0ef4689489d140c3ade57961ac370483
Source noteuspto-grants-2011_10