HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1958554Generated: October 29, 2026
Triethylamine → 2-Chloro-5-fluoropyridine-3-carbonitrile
https://huagongshe.com/reaction/1958554
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | 2-Chloro-5-fluoropyridine-3-carboxamide | HCID 12629796 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Chloro-5-fluoropyridine-3-carbonitrile | HCID 23110851 | 86% |
Reaction Steps
A suspension of crude compound 3 (65 g, 372.4 mmol) and Et3N (114 mL, 819.2 mmol) in DCM (700 mL) was cooled to 0° C. and TFAA (57 mL, 409.6 mmol) was added dropwise. The resulting yellow solution was stirred for 90 minutes at 0° C., diluted with DCM, washed with sat. aq. NaHCO3 and brine, and dried (Na2SO4). The mixture was filtered and concentrated. Kugel Rohr distillation of the residue (˜70° C./1 mbar) gave 50 g (86%) of compound 4 as a beige solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08410133B2 |
|---|
| Source dataset | uspto-grants-2013_04 |
|---|
| ORD ID | ord-62e7b588366944c9b4d77f15a438eede |
|---|
| Source note | uspto-grants-2013_04 |
|---|