HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2,4-Dichloro-N-[[3-chloro-5-(trifluoromethyl)-2-pyridinyl]methyl]-3-pyridinecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,4-Dichloronicotinic Acid | HCID 10583887 | — |
| Reactant | 1-[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]methanamine hydrochloride | HCID 11499744 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Thionyl Chloride | HCID 24386 | — |
| Product | 2,4-Dichloro-N-[[3-chloro-5-(trifluoromethyl)-2-pyridinyl]methyl]-3-pyridinecarboxamide | HCID 22027356 | — |
Reaction Steps
A solution of 0.22 g of the acid from Step C was refluxed in thionyl chloride for 1 hour followed by removal of the solvent under vacuum to give an oil. The oil was dissolved in 1 mL of methylene chloride and added to a solution of 2-aminomethyl-3-chloro-5-trifluoromethylpyridine hydrochloride (0.25 g) and triethylamine (0.20 g) in 9 mL of methylene chloride at room temperature. The reaction mixture was stirred at room temperature overnight. The reaction mixture was then filtered through silica gel, eluting with 100% methylene chloride. Removal of the solvent under vacuum provided the title compound as a solid, m.p. 122-124° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07074742B2 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-8ee93a0b463c4dbb86a4cad82feafe87 |
| Source note | uspto-grants-2006_07 |