HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 22599673, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Butyn-1-ol | HCID 12991 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 22599699 | HCID 22599699 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22599673 | HCID 22599673 | 43.9% |
Reaction Steps
In 10 ml of N,N-dimethylformamide were dissolved 226 mg of 4-chloro-6-(2,6-difluorophenyl)pyrimidine and 84 mg of 2-butyn-1-ol, to which 48 mg of sodium hydride (60% in oil) was added, followed by stirring at room temperature for 9 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 114 mg of 4-(2,6-difluorophenyl)-6-(2-butynyloxy)pyrimidine (the present compound (87)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06838463B2 |
| Source dataset | uspto-grants-2005_01 |
| ORD ID | ord-dc33ad718f094ba89666e997d0f8f6d7 |
| Source note | uspto-grants-2005_01 |