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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052148Generated: October 27, 2026

Methanol → Methyl 3-amino-5-bromothiophene-2-carboxylate

https://huagongshe.com/reaction/1052148

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 5-bromo-3-(2,2,2-trifluoroacetamido)thiophene-2-carboxylateHCID 56965789—
SolventWaterHCID 962—
ProductMethyl 3-amino-5-bromothiophene-2-carboxylateHCID 2015893187.6%

Reaction Steps

A mixture of methyl 5-bromo-3-[(trifluoroacetyl)amino]thiophene-2-carboxylate (5.3 g), potassium carbonate (10 g), methanol (100 mL) and water (25 mL) was stirred at room temperature for 2 hr. The reaction system was concentrated under reduced pressure, and ethyl acetate and water were poured thereinto. The mixture was extracted with ethyl acetate, washed with brine, and dried over anhydrous sodium sulfate. Insoluble material was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (3.3 g) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388195B2
Source datasetuspto-grants-2016_07
ORD IDord-43d345ef4eeb4aaca6c59b9f46420962
Source noteuspto-grants-2016_07