HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 22599773, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Propargyl alcohol | HCID 7859 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Chloro-6-(2-fluorophenyl)pyrimidine | HCID 22599815 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22599773 | HCID 22599773 | 73.3% |
Reaction Steps
In 5 ml of N,N-dimethylformamide were dissolved 212 mg of 4-chloro-6-(2-fluorophenyl)pyrimidine and 68 mg of 2-propyn-1-ol, to which 49 mg of sodium hydride (60% in oil) was added, followed by stirring at room temperature for 8 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 170 mg of 4-(2-fluorophenyl)-6-(2-propynyloxy)pyrimidine (the present compound (54)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06838463B2 |
| Source dataset | uspto-grants-2005_01 |
| ORD ID | ord-9854defbf3a2441fbddd6cbb63009394 |
| Source note | uspto-grants-2005_01 |