HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(2-Fluorophenyl)-6-(2-pentynyloxy)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Pentyn-1-ol | HCID 80421 | — |
| Reactant | 4-Chloro-6-(2-fluorophenyl)pyrimidine | HCID 22599815 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(2-Fluorophenyl)-6-(2-pentynyloxy)pyrimidine | HCID 22599757 | 73.3% |
Reaction Steps
In 10 ml of N,N-dimethylformamide were dissolved 522 mg of 4-chloro-6-(2-fluorophenyl)pyrimidine and 231 mg of 2-pentyn-1-ol, to which 110 mg of sodium hydride (60% in oil) was added, followed by stirring at room temperature for 6 hours. The reaction mixture was then poured into water and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated. The resulting residue was subjected to silica gel column chromatography to give 470 mg of 4-(2-fluorophenyl)-6-(2-pentynyloxy)pyrimidine (the present compound (86)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06838463B2 |
| Source dataset | uspto-grants-2005_01 |
| ORD ID | ord-9548796906724ab29416333b04340980 |
| Source note | uspto-grants-2005_01 |