HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1582575Generated: October 30, 2026
Ethyl Acetate → N-(6-Chloro-3-pyridinyl)-3-(trifluoromethyl)benzamide
https://huagongshe.com/reaction/1582575
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 3-(Trifluoromethyl)benzoyl chloride | HCID 75257 | — |
| Reactant | 5-Amino-2-chloropyridine | HCID 79305 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-(6-Chloro-3-pyridinyl)-3-(trifluoromethyl)benzamide | HCID 9796373 | 94.5% |
Reaction Steps
To a stirring solution of 5-amino-2-chloropyridine (129 mg, 1 mmol) and N,N-diisopropylethylamine (209 μL, 1.2 mmol) in dry acetonitrile (5 mL) was added 3-(trifluoromethyl)benzoyl chloride (151 μL, 1 mmol). The resulting solution was heated at 55° C. for 3 h. After cooling to room temperature ethyl acetate (10 mL) was added and the solution was washed with water (2×10 mL) and dried (Na2SO4). The solvent was removed under reduced pressure and the crude material was purified by column chromatography (4:1, hexane/ethyl acetate) to afford the desired product as a white solid (284 mg, 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06737422B2 |
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| Source dataset | uspto-grants-2004_05 |
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| ORD ID | ord-da9fce6b0f1944e2a0077546fb465381 |
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| Source note | uspto-grants-2004_05 |
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