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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 523561Generated: October 30, 2026

Methyl Thioglycolate → Methyl 6-bromo-4-fluoro-1-benzothiophene-2-carboxylate

https://huagongshe.com/reaction/523561

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl ThioglycolateHCID 16907—
Reactant4-Bromo-2,6-difluorobenzaldehydeHCID 2773290—
SolventAcetonitrileHCID 6342—
ProductMethyl 6-bromo-4-fluoro-1-benzothiophene-2-carboxylateHCID 1900754764%

Reaction Steps

Using analogous reaction condition and reagents as described in Example 25 for the preparation of I-25a, 4-bromo-2,6-difluoro-benzaldehyde (I-26a: 2.8 g, 12.8 mmol) was reacted with TEA (1.66 g, 16.47 mmol), mercapto-acetic acid methyl ester (1.47 g, 13.83 mmol) and acetonitrile (50 mL) to afford crude product. Purification by column chromatography on silica gel (2% ethyl acetate in hexane) afforded 2.3 g of the product (64% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09339501B2
Source datasetuspto-grants-2016_05
ORD IDord-74292f6c9e9249aea4901f8cd43d5294
Source noteuspto-grants-2016_05