HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → ethyl 3-[4-oxo-7-[3-(trifluoromethyl)-2-pyridinyl]-1H-quinazolin-2-yl]propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | 2-Amino4-(3-trifluoromethyl-pyridin-2-yl)-benzamide | HCID 22030074 | — |
| Reactant | 3-Chlorocarbonyl-propionic acid ethyl ester chloride | HCID 86592618 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | ethyl 3-[4-oxo-7-[3-(trifluoromethyl)-2-pyridinyl]-1H-quinazolin-2-yl]propanoate | HCID 178471181 | — |
Reaction Steps
To a solution of 2-amino-4-(3-trifluoromethyl-pyridin-2-yl)-benzamide (0.5 mmol) and pyridine (0.55 mmol) in THF (5 ml), add 3-chlorocarbonyl-propionic acid ethyl ester chloride (0.55 mmol). Stir the mixture for 20 minutes at room temperature, add 20 ml of 21% NaOEt in EtOH, and stir for 30 minutes at 50° C. Concentrate, add water, filter, acidify to pH 6, and collect the precipitate to give 3-[4-hydroxy-7-(3-trifluoromethyl-pyridin-2-yl)-quinazolin-2-yl]-propionic acid ethyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07432275B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-5f7aa16a0399483d825f60aa8a1b5d2f |
| Source note | uspto-grants-2008_10 |