HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Aminobenzonitrile → 2-(3-Cyanophenylamino)-4-trifluoromethyl-pyrimidine-5-carboxylic acid cyclohexylmethyl-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Aminobenzonitrile | HCID 16702 | — |
| Reactant | 2-Chloro-trifluoromethyl-pyrimidine-5-carboxylic acid cyclohexylmethyl-amide | HCID 57982581 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Methylpentane | HCID 7892 | — |
| Product | 2-(3-Cyanophenylamino)-4-trifluoromethyl-pyrimidine-5-carboxylic acid cyclohexylmethyl-amide | HCID 10363795 | 118% |
Reaction Conditions
| Temperature | 200 °C |
|---|
Reaction Steps
To a solution of 2-chloro-4-trifluoromethyl-pyrimidine-5-carboxylic acid cyclohexylmethyl-amide (50 mg) in acetonitrile (0.5 ml) was added 3-aminobenzonitrile (92 mg, ex Aldrich) and the solution heated at 200° C. under microwave conditions for 45 minutes. Acetonitrile was removed under reduced pressure and ethyl acetate (5 ml) added. The solution was washed sequentially with 2N hydrochloric acid (2×3 ml) and water (3×3 ml), dried (MgSO4), evaporated and the residue purified using silica gel chromatography with 1:1 ethyl acetate:isohexane to afford the title compound (37 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07635701B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-bebd050383524bc49e5124d9fbbb0695 |
| Source note | uspto-grants-2009_12 |