HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Fluoro-5-(trifluoromethyl)benzoyl chloride → 3-Fluoro-N-[4-(4-fluoro-2-methoxy-phenyl)-pyridin-3-yl]-N-methyl-5-trifluoromethyl-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Fluoro-5-(trifluoromethyl)benzoyl chloride | HCID 519364 | — |
| Reactant | [4-(4-Fluoro-2-methoxy-phenyl)-pyridin-3-yl]-methyl-amine | HCID 70663207 | — |
| Product | 3-Fluoro-N-[4-(4-fluoro-2-methoxy-phenyl)-pyridin-3-yl]-N-methyl-5-trifluoromethyl-benzamide | HCID 70663278 | — |
Reaction Steps
The title compound was prepared in analogy to example 72, intermediate, from [4-(4-fluoro-2-methoxy-phenyl)-pyridin-3-yl]-methyl-amine and 3-fluoro-5-(trifluoromethyl)benzoic acid chloride (CAS RN 171243-30-4). 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 0:100). The product-containing fractions were pooled and evaporated. The yellow solid was further purified by preparative HPLC (Phenomenex Gemini® column) with a gradient of acetonitrile:water (containing 0.05% formic acid) (50:50 to 95:5). Light yellow solid (23%). MS (ESI): m/z=423.113 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987307B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-c27d37285c2847288f598beb07e1c90a |
| Source note | uspto-grants-2015_03 |