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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 379169Generated: October 27, 2026

5-Methylthiazole → 3-{3-[4-(3-Chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-ylcarbamoyl]-allyl}-5-methyl-thiazol-3-ium bromide

https://huagongshe.com/reaction/379169

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-MethylthiazoleHCID 137980—
Reactant4-Bromo-but-2-enoic acid[4-(3-chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-yl]-amideHCID 54242075—
SolventEthyl AcetateHCID 8857—
Product3-{3-[4-(3-Chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-ylcarbamoyl]-allyl}-5-methyl-thiazol-3-ium bromideHCID 6720329534%

Reaction Steps

A solution of 0.5 g (1 mmol) of 4-bromo-but-2-enoic acid[4-(3-chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-yl]-amide and 0.6 g (6.1 mmol) of 5-methyl thiazole was refluxed for 4 hr. The mixture was diluted with ethyl acetate and cooled. Solid was collected and recrystallized from methanol-acetone-ethyl acetate to give 0.2 g of the title compound as a yellow powder: mass spectrum (electrospray, m/e): M+508.0, 509.9, (M+H)+2254.4, 255.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06297258B1
Source datasetuspto-grants-2001_10
ORD IDord-5440e39aaeea4f00b64036ce20a8cdb4
Source noteuspto-grants-2001_10