HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chloro-2-toluidine → 2-(2-Methyl-4-chloro-phenylamino)-4-trifluoromethyl-pyrimidine-5-carboxylic acid cyclobutylmethyl-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chloro-2-toluidine | HCID 7251 | — |
| Reactant | 2-Chloro-4-trifluoromethyl-pyrimidin-5-carboxylic acid cyclobutylmethyl-amide | HCID 57982665 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-(2-Methyl-4-chloro-phenylamino)-4-trifluoromethyl-pyrimidine-5-carboxylic acid cyclobutylmethyl-amide | HCID 57982579 | 53% |
Reaction Conditions
| Temperature | 180 °C |
|---|
Reaction Steps
To a solution of 2-chloro-4-trifluoromethyl-pyrimidin-5-carboxylic acid cyclobutylmethyl-amide (50 mg) in 1,4-dioxan (1.0 ml) was added 2-methyl-4-chloroaniline (120 mg) and the solution heated at 180° C. under microwave irrdiation for 30×2 minutes. The residue was dissolved in 1:1 DMSO:methanol (11.0 ml) and purified by Mass Directed Auto-Purification to afford the title compound (36 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07635701B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-98cefdb5e4b240419b70b4f68837de05 |
| Source note | uspto-grants-2009_12 |