Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,4,6-Trifluorobenzoic acid | HCID 520373 | — |
| Reactant | Methylamine hydrochloride | HCID 6364545 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 57687386 | HCID 57687386 | 91.4% |
Reaction Steps
To a solution of 2,4,6-trifluorobenzoic acid (6.0 g, 34.1 mmol) and methylamine hydrochloride (12.0 g, 170 mmol) in pyridine (24 mL), triethylamine (24 mL, 170 mmol) was added. The reaction was stirred at 110° C. for 15 h and then concentrated in vacuo. The residue was acidified with 1N HCl (100 mL). The precipitate was collected by filtration to give 5.83 g of clean desired product as an orange solid (91%). 1H NMR (400 MHz, DMS O-d6): δ 13.09 (s, 1H), 7.91 (s, 1H), 6.33 (s, 1H), 6.30 (s, 1H), 2.81 (s, 3H). MS (ES) [m+H] calc'd for C8H7F2NO2, 188; found 188.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08063066B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-62369ebfb3254567a049c2f849592993 |
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| Source note | uspto-grants-2011_11 |
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