HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,5-Bis(trifluoromethyl)benzoic acid → N-[4-(2-Cyanomethyl-phenyl)-pyridin-3-yl]-N-methyl-3,5-bis-trifluoromethyl-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,5-Bis(trifluoromethyl)benzoic acid | HCID 12889 | — |
| Reactant | [2-(3-Methylamino-pyridin-4-yl)-phenyl]-acetonitrile | HCID 70663360 | — |
| Product | N-[4-(2-Cyanomethyl-phenyl)-pyridin-3-yl]-N-methyl-3,5-bis-trifluoromethyl-benzamide | HCID 86670783 | — |
Reaction Steps
The title compound was prepared in analogy to example 90, from [2-(3-methylamino-pyridin-4-yl)-phenyl]-acetonitrile and 3,5-bis(trifluoromethyl)benzoic acid (CAS RN 725-89-3) after a reaction time of 5 days. The compound was purified by silica gel chromatography using a MPLC system (CombiFlash Companion, Isco Inc.) eluting with a gradient of n-heptane:EtOAc (100:0 to 50:50) followed by a second chromatography, using preparative HPLC (Phenomenex Gemini® column, gradient of methanol:water (10:90 to 95:5)). Colorless solid (3%). MS (ESI): m/z=464.118 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987307B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-8ec0e1b7de7046d0ab569d598a2038c4 |
| Source note | uspto-grants-2015_03 |