HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylthiazole → 3-{3-[4-(3-Chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-ylcarbamoyl]-allyl}-4-methyl-thiazol-3-ium bromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylthiazole | HCID 12748 | — |
| Reactant | 4-Bromo-but-2-enoic acid[4-(3-chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-yl]-amide | HCID 54242075 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-{3-[4-(3-Chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-ylcarbamoyl]-allyl}-4-methyl-thiazol-3-ium bromide | HCID 67201820 | 36.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06297258B1 |
| Source dataset | uspto-grants-2001_10 |
| ORD ID | ord-b4e30d59fc1b4d169e97ef10f1c8ee45 |
| Source note | uspto-grants-2001_10 |