HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Difluoroaniline → 2-(2,3-Difluorophenylamino)-4-trifluoromethyl-pyrimidine-5-carboxylic acid cyclohexylmethyl-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Difluoroaniline | HCID 78278 | — |
| Reactant | 2-Chloro-trifluoromethyl-pyrimidine-5-carboxylic acid cyclohexylmethyl-amide | HCID 57982581 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-(2,3-Difluorophenylamino)-4-trifluoromethyl-pyrimidine-5-carboxylic acid cyclohexylmethyl-amide | HCID 57982609 | 24.8% |
Reaction Steps
To a solution of 2-chloro-4-trifluoromethyl-pyrimidine-5-carboxylic acid cyclohexylmethyl-amide (Example 166a) (50 mg) in 1,4-dioxan (1 ml) was added 2,3-difluoroaniline (Aldrich) (113 mg) and the mixture was stirred at reflux for 47 hours using a Radleys Greenhouse Parallel Synthesiser. The dioxan was removed using a nitrogen blow down unit. The residue was taken up into methanol (0.5 ml) and dimethylsulfoxide (0.5 ml) and purified using a mass directed auto-preparative system to give the title compound (16 mg)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07635701B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-558ba206898b467781d8edca74362675 |
| Source note | uspto-grants-2009_12 |