HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 2-chloro-N-(5-methyl-1H-pyrazol-3-yl)-5-(trifluoromethyl)pyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1H-Pyrazol-3-amine, 5-methyl- | HCID 93146 | — |
| Reactant | 2,4-Dichloro-5-(trifluoromethyl)pyrimidine | HCID 2782774 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-chloro-N-(5-methyl-1H-pyrazol-3-yl)-5-(trifluoromethyl)pyrimidin-4-amine | HCID 58255169 | — |
Reaction Steps
A mixture of 2,4-dichloro-5-(trifluoromethyl)pyrimidine (1.06 g, 4.86 mmol), 5-methyl-1H-pyrazol-3-amine (472.2 mg, 4.86 mmol) and sodium carbonate (2.06 g, 19.4 mmol) in 100 mL of EtOH was stirred at room temperature overnight. The reaction mixture was concentrated in vacuo. The crude solid was partitioned between EtOAc and water. The combined organic extracts were dried (Na2SO4), concentrated in vacuo, and purified by silica chromatography (EtOAc/hexanes: 1/1) to afford 2-chloro-N-(5-methyl-1H-pyrazol-3-yl)-5-(trifluoromethyl)pyrimidin-4-amine; ESMS m/z 278.0 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08445505B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-e0410a7cd2d64b5a99142ab72ec0b14f |
| Source note | uspto-grants-2013_05 |