HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(2,3-Difluorophenyl)-6-(1-methyl-2-propynyloxy)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Butyn-2-ol | HCID 16239 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Chloro-6-(2,3-difluorophenyl)pyrimidine | HCID 22599750 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(2,3-Difluorophenyl)-6-(1-methyl-2-propynyloxy)pyrimidine | HCID 22599707 | 69.7% |
Reaction Steps
In 6 ml of N,N-dimethylformamide were dissolved 150 mg of 4-chloro-6-(2,3-difluorophenyl)pyrimidine and 56 mg of 3-butyn-2-ol, to which 32 mg of sodium hydride (60% in oil) was added, followed by stirring at room temperature for 12 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 120 mg of 4-(2,3-difluorophenyl)-6-(1-methyl-2-propynyloxy)pyrimidine (the present compound (134)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06838463B2 |
| Source dataset | uspto-grants-2005_01 |
| ORD ID | ord-1ab73c5ba25b497ebefef35cc4d0f56e |
| Source note | uspto-grants-2005_01 |