HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Methyl-4-phenyl-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-2-methyl-6-phenylpyrimidine | HCID 796128 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Methyl-4-phenyl-6-(2-propynyloxy)pyrimidine | HCID 22599893 | 76.8% |
Reaction Steps
In 10 ml of N,N-dimethylformamide were dissolved 304 mg of 4-chloro-2-methyl-6-phenylpyrimidine and 92 mg of 2-propyn-1-ol, to which 66 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 256 mg of 2-methyl-4-phenyl-6-(2-propynyloxy)pyrimidine (the present compound (77)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07291730B2 |
| Source dataset | uspto-grants-2007_11 |
| ORD ID | ord-c71ff87fa8794a5f91749084f12a4264 |
| Source note | uspto-grants-2007_11 |