HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(4,4-Dimethyl-2-pentynyloxy)-6-(2,3-difluorophenyl)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4,4-Dimethylpent-2-yn-1-ol | HCID 11789162 | — |
| Reactant | 4-Chloro-6-(2,3-difluorophenyl)pyrimidine | HCID 22599750 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(4,4-Dimethyl-2-pentynyloxy)-6-(2,3-difluorophenyl)pyrimidine | HCID 22599826 | 71.6% |
Reaction Steps
In 6 ml of N,N-dimethylformamide were dissolved 199 mg of 4-chloro-6-(2,3-difluorophenyl)pyrimidine and 118 mg of 4,4-dimethyl-2-pentyn-1-ol, to which 43 mg of sodium hydride (60% in oil) was added, followed by stirring at room temperature for 3 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 190 mg of 4-(4,4-dimethyl-2-pentynyloxy)-6-(2,3-difluorophenyl)pyrimidine (the present compound (119)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06838463B2 |
| Source dataset | uspto-grants-2005_01 |
| ORD ID | ord-8b2dbd73456d478cbb363703c9225fb1 |
| Source note | uspto-grants-2005_01 |