HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 6-(4-fluorophenyl)-2-phenylthieno[2,3-d]pyrimidin-4(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Benzonitrile | HCID 7505 | — |
| Reactant | Ethyl 2-amino-5-(4-fluorophenyl)thiophene-3-carboxylate | HCID 21529229 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 6-(4-fluorophenyl)-2-phenylthieno[2,3-d]pyrimidin-4(3H)-one | HCID 66758713 | 82.7% |
Reaction Steps
To a solution of ethyl 2-amino-5-(4-fluorophenyl)thiophene-3-carboxylate (0.2 g, 0.75 mmol) and benzonitrile (0.23 g, 2.26 mmol) in dioxane (4 ml) was added 4M HCl in dioxane (4 ml). The mixture was stirred at room temperature overnight. The precipitate was filtered off, washed with diethyl ether and dried. The solid was redissolved in DMF and the mixture was heated at 100° C. for 3 hours. The solvents were removed under reduced pressure. The residue was diluted with water and the solid was filtered off, washed with water and dried. The crude residue was purified by flash chromatography on silica gel (CH2Cl2/MeOH 60:1) to yield the title compound as a white solid (0.20 g, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193741B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-825c4d8b30a445fbbcabebd15b9b6a6c |
| Source note | uspto-grants-2015_11 |