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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 387968Generated: October 30, 2026

Thionyl Chloride → 4-Chloro-furo[2,3-b]pyridine-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/387968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantMethyl 4-hydroxyfuro[2,3-B]pyridine-2-carboxylateHCID 58931135—
SolventDimethylformamideHCID 6228—
Product4-Chloro-furo[2,3-b]pyridine-2-carboxylic acid methyl esterHCID 58930888—

Reaction Steps

After adding thionyl chloride (8.0 ml) and dimethylformamide (0.08 ml) to 4-oxo-4,7-dihydro-furo[2,3-b]pyridine-2-carboxylic acid methyl ester (2.0 g), the mixture was heated to reflux for 1 hour. After cooling, the mixture was concentrated under reduced pressure and the precipitated crystals were filtered out and washed with tetrahydrofuran and ethyl acetate to obtain the title compound (2.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372981B2
Source datasetuspto-grants-2013_02
ORD IDord-0933efe97f1947f8b594f275bdf60e99
Source noteuspto-grants-2013_02