HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(2-Fluorophenyl)-6-(4-hydroxy-2-butynyloxy)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Butyne-1,4-diol | HCID 8066 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Chloro-6-(2-fluorophenyl)pyrimidine | HCID 22599815 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(2-Fluorophenyl)-6-(4-hydroxy-2-butynyloxy)pyrimidine | HCID 22599769 | 61.8% |
Reaction Steps
In 10 ml of N,N-dimethylformamide were dissolved 608 mg of 4-chloro-6-(2-fluorophenyl)pyrimidine and 527 mg of 2-butyn-1,4-diol, to which 245 mg of sodium hydride (60% in oil) was added, followed by stirring at room temperature for 9 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 465 mg of 4-(2-fluorophenyl)-6-(4-hydroxy-2-butynyloxy)pyrimidine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06838463B2 |
| Source dataset | uspto-grants-2005_01 |
| ORD ID | ord-e85c944a4b8644cf9a15b39d1e9ebca5 |
| Source note | uspto-grants-2005_01 |