HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Chloroperbenzoic acid → N-[3-(1,1,2,2-tetrafluoroethoxy)phenyl]-4-(N-oxido-4-pyridyl)-2-pyrimidine-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | (4-Pyridin-4-yl-pyrimidin-2-yl)-[3-(1,1,2,2-tetrafluoro-ethoxy)-phenyl]-amine | HCID 9799152 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[3-(1,1,2,2-tetrafluoroethoxy)phenyl]-4-(N-oxido-4-pyridyl)-2-pyrimidine-amine | HCID 19966995 | — |
Reaction Steps
500 mg (1.37 mmol)of N-[3-(1,1,2,2-tetrafluoroethoxy)phenyl]-4-(4-pyridyl)-2-pyrimidine-amine are suspended in 10 ml of methylene chloride and to the suspension are added 430 mg(1.37 mmol) of m-chloroperbenzoic acid and the reaction mixture is stirred for 4 hours at RT. After extraction with water and 2N sodium hydroxide solution, the organic phase is dried and concentrated on a rotovap. Chromatography (methylene chloride:methanol=19:1 to 9:1) and subsequent crystallisation (methylene chloride:diethyl ether) give N-[3-(1,1,2,2-tetrafluoroethoxy)phenyl]-4-(N-oxido-4-pyridyl)-2-pyrimidine-amine in the form of lemon yellow crystals; FAB-MS: 381 (M+ +H), m.p. 191°-192°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05521184 |
| Source dataset | uspto-grants-1996_05 |
| ORD ID | ord-8737f5feaab84da28d2f414d3cdff312 |
| Source note | uspto-grants-1996_05 |