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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 442777Generated: October 30, 2026

Methyl Thioglycolate → Methyl 3-amino-4-chlorothieno[3,2-c]pyridine-2-carboxylate

https://huagongshe.com/reaction/442777

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl ThioglycolateHCID 16907—
Reactant2,4-Dichloropyridine-3-carbonitrileHCID 21997828—
ReactantKOtBu THFHCID 66863523—
SolventDimethylformamideHCID 6228—
ProductMethyl 3-amino-4-chlorothieno[3,2-c]pyridine-2-carboxylateHCID 1879696888%

Reaction Steps

To 3-cyano-2,4dichloropyridine (653 mg) and methyl thioglycolate (340 μL) in DMF (12 mL) at 5° C. was added a solution of 1.0M KOtBu/THF (4.5 mL). The reaction was stirred 20 min at 5° then 1 h at RT, then quenched in sat'd NH4Cl, the solid precipitate collected, washed with water and sucked dry to give 800 mg (88%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05891882
Source datasetuspto-grants-1999_04
ORD IDord-e0198dc6d6a149249ce80b29e6c9a33c
Source noteuspto-grants-1999_04