HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 4-Chloro-6-(2,2,2-trifluoro-1-phenyl-ethoxy)-pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4,6-Dichloropyrimidine | HCID 70943 | — |
| Reactant | (S)-alpha-(Trifluoromethyl)benzyl alcohol | HCID 95556 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-Chloro-6-(2,2,2-trifluoro-1-phenyl-ethoxy)-pyrimidine | HCID 86614301 | 95% |
Reaction Steps
NaH (60%, 120 mg, 3.0 mmol) was added to a solution of 2,2,2-trifluoro-1-phenyl-ethanol (350 mg, 2.03 mmol) in 5 ml of THF. The mixture was stirred for 20 minutes at room temperature. 4,6-Dichloro-pyrimidine (300 mg, 2.03 mmol) was added and then the reaction mixture was heated at 70° C. for 1 hour. After cooling, the THF was evaporated to provide a residue, which was dissolved in 15 ml of EtOAc, and then washed with water, and dried over sodium sulfate. The solvent was removed by rotovap to give 550 mg of 4-chloro-6-(2,2,2-trifluoro-1-phenyl-ethoxy)-pyrimidine, yield 95%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07875622B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-343be42678c74030aae7a8c208a4a165 |
| Source note | uspto-grants-2011_01 |