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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1885317Generated: November 2, 2026

N-methyl-2-pyrrolidone → 6-Fluorobenzo[b]thiophen-3-amine

https://huagongshe.com/reaction/1885317

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant1-MethylpiperazineHCID 53167—
ReactantMethyl 3-amino-6-fluoro-1-benzothiophene-2-carboxylateHCID 10585280—
SolventWaterHCID 962—
Product6-Fluorobenzo[b]thiophen-3-amineHCID 1079716262.5%

Reaction Conditions

Temperature176 °C

Reaction Steps

A mixture of methyl-6-fluoro-3-aminobenzo[b]thiophene-2-carboxylate (20.1 g), 1-methylpiperazine (13.1 g), and 1-methyl-2-pyrrolidinone (100 ml) was heated at 176° C. for 2 hrs, under nitrogen. The solution was diluted with water (400 ml) and extracted with ether. The combined extracts were washed with water, brine, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure to give 9.32 g of 3-amino-6-fluorobenzo[b]thiophene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05143923
Source datasetuspto-grants-1992_09
ORD IDord-3ca11fa1fc3046df8bfcfcaf20238ff6
Source noteuspto-grants-1992_09