Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | HCID 17910497 | HCID 17910497 | — |
| Reactant | (2-m-Tolyl-6-(trifluoromethyl)pyridin-3-yl)methanamine | HCID 86680208 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86680235 | HCID 86680235 | 86% |
Reaction Steps
To a stirred solution of 2-(4-cyano-3-methylphenyl)propanoic acid (100 mg, 0.53 mmol) in acetonitrile were added N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide (152 mg, 0.80 mmol), 1-hydroxybenzotriazole (107 mg, 0.80 mmol), (2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methanamine (155 mg, 0.58 mmol) and triethylamine (0.18 mL, 1.33 mmol). The reaction mixture was stirred for overnight at room temperature. The mixture was diluted with ethylacetate and washed with water and brine. The organic layer was dried over magnesium sulfate and filtered. The filtrate removed in vacuo. The crude was purified by column chromatography. 2-(4-Cyano-3-methylphenyl)-N-((2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide (152 mg) was obtained as 86% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08937092B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-e661d7ec14054ee98dcbc2e20afa7581 |
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| Source note | uspto-grants-2015_01 |
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