HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,5-Bis(trifluoromethyl)benzylamine → n-(3,5-Bis-trifluoromethyl-benzyl)-3-o-tolyl-isonicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,5-Bis(trifluoromethyl)benzylamine | HCID 521099 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 3-(2-Methylphenyl)-4-pyridinecarboxylic acid | HCID 22000066 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | n-(3,5-Bis-trifluoromethyl-benzyl)-3-o-tolyl-isonicotinamide | HCID 22000068 | 51% |
Reaction Steps
To a solution of 0.28 g (1.17 mol) 3-o-tolyl-isonicotinic acid and 0.34 g (1.40 mmol) 3,5-bis(trifluoromethyl)benzylamine in 10 ml dichloromethane 0.38 ml N-methylmorpholine and 0.27 g (1.40 mmol) N-(3-dimethylaminopropyl)-N′-ethyl-carbodiimide hydrochloride were added and the mixture stirred for 12 h. The phases were separated, the water phase extracted with three portions of dichloromethane. The combined organic phases were dried (magnesium sulfate) and evaporated. Chromatography of the residue afforded 0.26 g (51%) of the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06225316B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-eece56e977e84d8884747d6be26836bf |
| Source note | uspto-grants-2001_05 |