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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 548473Generated: October 27, 2026

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

https://huagongshe.com/reaction/548473

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylthiazoleHCID 12748—
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}-4-methyl-thiazol-3-ium bromideHCID 6720182036.4%

Reaction Steps

A solution of 0.7 g (1.4 mmol) of 4-bromo-but-2-enoic acid[4-(3-chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-yl]-amide and 0.85 g (8.6 mmol) of 4-methyl thiazole was refluxed for 17 hr. The mixture was diluted with ethyl acetate and cooled. Solid was collected and recrystallized from methanol-acetone-ethyl acetate to give 0.3 g of the title compound as a yellow powder: mass spectrum (electrospray, m/e): M+507.9, 509.8, (M+H)+22254.4, 255.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE042376E1
Source datasetuspto-grants-2011_05
ORD IDord-1363f3f3df66467d828513d7ac129cfe
Source noteuspto-grants-2011_05