HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → N-(3,4-Dimethyl-phenyl)-2-(2-methyl-benzoimidazol-1-yl)-N-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Methylbenzimidazole | HCID 11984 | — |
| Reactant | 2-Bromo-N-(3,4-dimethyl-phenyl)-N-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-acetamide | HCID 58007602 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | N-(3,4-Dimethyl-phenyl)-2-(2-methyl-benzoimidazol-1-yl)-N-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-acetamide | HCID 58007562 | 57.6% |
Reaction Steps
A suspension of 2-bromo-N-(3,4-dimethyl-phenyl)-N-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-acetamide (134 mg, 0.32 mmol), 2-methylbenzimidazole (85 mg, 0.65 mmol) and potassium carbonate (67 mg, 0.48 mmol) in acetonitrile (1 mL) was irradiated in the microwave for 20 min. at 140° C. The reaction mixture was diluted with TBME (15 mL) and washed with water (15 mL) and brine (15 mL). The aqueous layers were extracted with tert-butylmethylether (15 mL) and the combined organic layers dried over sodium sulfate. Concentration and purification by chromatography (SiO2, heptane:ethyl acetate:methanol=50:50:0 to 0:95:5) afforded the title compound (86 mg, 57%) as a light brown oil. MS m/e: 467.0 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08133909B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-5dea96a9abae47d3822c509a9a2e4f81 |
| Source note | uspto-grants-2012_03 |