HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(3-Fluorophenyl)-6-(1-methyl-2-butynyloxy)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Pentyn-2-ol | HCID 141344 | — |
| Reactant | 4-Chloro-6-(3-fluorophenyl)pyrimidine | HCID 610371 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(3-Fluorophenyl)-6-(1-methyl-2-butynyloxy)pyrimidine | HCID 22599822 | 66.2% |
Reaction Steps
In 5 ml of N,N-dimethylformamide were dissolved 246 mg of 4-chloro-6-(3-fluorophenyl)pyrimidine and 119 mg of 3-pentyn-2-ol, to which 57 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 200 mg of 4-(3-fluorophenyl)-6-(1-methyl-2-butynyloxy)pyrimidine (the present compound (173)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07291730B2 |
| Source dataset | uspto-grants-2007_11 |
| ORD ID | ord-050567cc3ea74fd0b53870a61098a7fa |
| Source note | uspto-grants-2007_11 |