HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-[4-(5-chloro-2-pyrimidinyloxy)-3-methylphenyl]valeramide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Valeryl chloride | HCID 61186 | — |
| Reactant | 4-((5-Chloropyrimidin-2-yl)oxy)-3-methylaniline | HCID 14207808 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-[4-(5-chloro-2-pyrimidinyloxy)-3-methylphenyl]valeramide | HCID 10471221 | — |
Reaction Steps
2.0 g of 4-(5-chloro-2-pyrimidinyloxy)-3-methylaniline and 1.3 ml of triethylamine were dissolved in 20 ml of tetrahydrofuran, and 1.12 ml of valeryl chloride was dropwise added thereto under cooling with ice. The mixture was reacted at room temperature for 40 minutes under stirring. After completion of the reaction, the reaction product was poured into water and extracted with ethyl acetate. The extract layer was washed with a saturated aqueous solution of sodium chloride and dried over Glauber's salt. Then, ethyl acetate was distilled off to obtain 2.8 g of N-[4-(5-chloro-2-pyrimidinyloxy)-3-methylphenyl]valeramide (Intermediate Compound No. 13) (melting point: 146°-150° C.)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04987135 |
| Source dataset | uspto-grants-1991_01 |
| ORD ID | ord-0851eff8bf704ab9b703de0c96e7061c |
| Source note | uspto-grants-1991_01 |