HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(3-Fluorophenyl)-6-(2-propynyloxy)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Propargyl alcohol | HCID 7859 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Chloro-6-(3-fluorophenyl)pyrimidine | HCID 610371 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(3-Fluorophenyl)-6-(2-propynyloxy)pyrimidine | HCID 22599731 | 75.1% |
Reaction Steps
In 7 ml of N,N-dimethylformamide were dissolved 207 mg of 4-chloro-6-(3-fluorophenyl)pyrimidine and 67 mg of 2-propyn-1-ol, to which 48 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 170 mg of 4-(3-fluorophenyl)-6-(2-propynyloxy)pyrimidine (the present compound (56)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06838463B2 |
| Source dataset | uspto-grants-2005_01 |
| ORD ID | ord-7b7df04af1f147f8981749dd06425158 |
| Source note | uspto-grants-2005_01 |