Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Fluoro-5-(trifluoromethyl)benzonitrile | HCID 521016 | — |
| Reactant | 3-Thiophenemethylamine | HCID 2776381 | — |
| Solvent | (Trifluoromethyl)benzene | HCID 7368 | — |
| Product | HCID 63243696 | HCID 63243696 | 85.9% |
Reaction Steps
To a solution of 2-fluoro-5-trifluoromethylbenzonitrile 1A (1.11 g, 5.87 mmol) and 3-(aminomethyl)thiophene 1B (1.0 g, 8.85 mmol) in trifluoromethylbenzene (10 mL) was added diisopropylethylamine (2.3 g, 17.8 mmol). The reaction mixture was heated in a microwave reactor at 160° C. for 30 minutes. Ethyl acetate (100 mL) was added and the organic layer was washed with 1 N hydrochloric acid and brine. The organic layer was dried over sodium sulfate. The organic solvent was evaporated under reduced pressure to provide 2-[(thiophen-3-yl-methyl)amino]-5-trifluoromethylbenzonitrile 1C (1.42 g, 5.04 mmol) which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08765757B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-e88c428157004e3b905b6867004cf8c5 |
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| Source note | uspto-grants-2014_07 |
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