HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2089246Generated: October 31, 2026
Trifluoroacetic anhydride → 2-Chloro-5-(trifluoromethyl)nicotinonitrile
https://huagongshe.com/reaction/2089246
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Chloro-5-(trifluoromethyl)nicotinamide | HCID 73425014 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Chloro-5-(trifluoromethyl)nicotinonitrile | HCID 20071599 | — |
Reaction Steps
To a solution of 2-chloro-5-(trifluoromethyl)nicotinamide (as prepared in the previous step, 788 mg, 3.51 mmol) in dry DCM was added TEA (1.1 mL, 7.89 mmol). After cooling to 0° C. under argon, trifluoroacetic anhydride (0.54 mL, 3.88 mmol) was added dropwise. After stirring for 1.5 hours at 0° C., DCM (30 mL) and saturated aqueous sodium bicarbonate were introduced. The organic layer was removed and concentrated in vacuo. The resulting residue was purified by flash chromatography (silica gel, DCM) to afford the product as a tan solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08436023B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-748b7e15e1e9435ba4bbb6c7f73524cb |
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| Source note | uspto-grants-2013_05 |
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