HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Dichloroaniline → 5-Pyrimidinecarboxylic acid, 2-[(2,4-dichlorophenyl)amino]-4-(trifluoromethyl)-, methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4-Dichloroaniline | HCID 11123 | — |
| Reactant | Methyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate | HCID 3696469 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 5-Pyrimidinecarboxylic acid, 2-[(2,4-dichlorophenyl)amino]-4-(trifluoromethyl)-, methyl ester | HCID 16719549 | 47% |
Reaction Steps
To a solution of methyl 2-chloro-4-trifluoromethyl-pyrimidine-5-carboxylate (0.50 g, ex Maybridge) in 1,4-dioxan (5 ml) was added 2,4-dichloroaniline (1.7 g) and the solution stirred under reflux for 7 h. 1,4-Dioxan was removed under reduced pressure and ethyl acetate (15 ml) added. The solution was washed sequentially with 2N hydrochloric acid (10 ml) and water (3×10 ml), dried (MgSO4), evaporated and triturated with hexane to afford methyl 2-(2,4-dichlorophenylamino)-4-trifluoromethylpyrimidine-5-carboxylate (358 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07635701B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-39353f5692cc4f778b9d319d99244bd9 |
| Source note | uspto-grants-2009_12 |