HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chloromethyl-5-methyl-2-(3-trifluoromethyl-phenyl)-oxazole → 2-(4-(Ethyl((5-methyl-2-(3-(trifluoromethyl)phenyl)oxazol-4-yl)methyl)amino)phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chloromethyl-5-methyl-2-(3-trifluoromethyl-phenyl)-oxazole | HCID 10588461 | — |
| Reactant | 2-(4-(Ethylamino)phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol | HCID 11666397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(4-(Ethyl((5-methyl-2-(3-(trifluoromethyl)phenyl)oxazol-4-yl)methyl)amino)phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol | HCID 11584508 | 53% |
Reaction Steps
A solution of 100 mg (0.35 mmol) of 2-(4-ethylamino-phenyl)-1,1,1,3,3,3-hexafluoro-propan-2-ol and 96 mg (0.35 mmol) of 4-chloromethyl-5-methyl-2-(3-trifluoromethyl-phenyl)-oxazole (example 22.1) in 0.5 mL of DMF was stirred overnight at 80° C. After distribution of the crude mixture between a saturated aqueous solution of NH4Cl and Et2O, the combined organic phases were dried over Na2SO4 and the solvent was evaporated. Column chromatography on silica gel with toluene/EtOAc gave 91 mg (53%) of 2-(4-{ethyl-[5-methyl-2-(3-trifluoromethyl-phenyl)-oxazol-4-ylmethyl]-amino}-phenyl)-1,1,1,3,3,3-hexafluoro-propan-2-ol, yellow solid, MS: 527 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07259178B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-a478d39f0c2146819cd40066baa14f2f |
| Source note | uspto-grants-2007_08 |