HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 73070213, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-Bromo-but-2-enoic acid[4-(3-chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-yl]-amide | HCID 54242075 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 73070213 | HCID 73070213 | 50.7% |
Reaction Steps
A mixture of 1 g of the 4-bromo-but-2-enoic acid[4-(3-chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-yl]-amide (2.04 mmol, 1 equiv.), 1.2 g of N,O-Dimethylhydroxylamine hydrochloride (12.25 mmol, 9 equiv.), and 1.5 g of sodium bicarbonate (18.38 mmol, 9 equiv.) in DMF (10 ml) was stirred at room temperature for 24 hours. Ethyl acetate was added to the reaction mixture, and the crude product was filtered. After flash chromatography (ethyl acetate:methanol:triethylamine 40:4:1), 0.486 g of the title compound was isolated (50.7% yield); mp 210-217° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | USRE042376E1 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-f69dd10641964b2ca0eabcd3e0a09639 |
| Source note | uspto-grants-2011_05 |