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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 572408Generated: October 27, 2026

Methyl Thioglycolate → Methyl 6-bromo-5-fluorobenzothiophene-2-carboxylate

https://huagongshe.com/reaction/572408

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl ThioglycolateHCID 16907—
Reactant4-Bromo-2,5-difluorobenzaldehydeHCID 22489081—
SolventAcetonitrileHCID 6342—
ProductMethyl 6-bromo-5-fluorobenzothiophene-2-carboxylateHCID 70982166102.9%

Reaction Steps

Using analogous reaction condition and reagents as described in Example 25 for the preparation of I-25a above, 4-bromo-2,5-difluoro-benzaldehyde (I-27a: 1.71 g, 7.73 mmol) was reacted with TEA (1.4 mL, 10.05 mmol), mercapto-acetic acid methyl ester (920 mg, 8.51 mmol) and acetonitrile (50 mL) to afford crude product. Purification by column chromatography on silica gel (5% ethyl acetate in hexane) afforded 2.3 g of the product (Yield 64%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029399B2
Source datasetuspto-grants-2015_05
ORD IDord-ee6f9e3848704f6c929092c05d5a7af7
Source noteuspto-grants-2015_05