HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Tributylstannyl)pyridine → 7-Pyridin-2-yl-5-(trifluoromethyl)-2-{4-[3-(trifluoromethyl)pyridin-2-yl]piperazin-1-yl}-1H-benzoimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Tributylstannyl)pyridine | HCID 607784 | — |
| Reactant | 4-Bromo-6-trifluoromethyl-2-[4-(3-trifluoromethylpyridin-2-yl)piperazin-1-yl]-1H-benzoimidazole | HCID 11670445 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 7-Pyridin-2-yl-5-(trifluoromethyl)-2-{4-[3-(trifluoromethyl)pyridin-2-yl]piperazin-1-yl}-1H-benzoimidazole | HCID 178506073 | — |
Reaction Steps
A mixture of 4-bromo-6-trifluoromethyl-2-[4-(3-trifluoromethylpyridin-2-yl)piperazin-1-yl]-1H-benzoimidazole (148 mg, 0.3 mmol, Example 7), 2-tributylstannylpyridine (148 mg, 0.5 mmol, Frontier), Pd(PPh3)4 (46 mg, 0.04 mmol, Aldrich) and 1,4-dioxane (1 mL) was subjected to microwave irradiation at 140° C. with stirring for 60 min. The solvent was removed in vacuo and the residue was purified by silica gel chromatography, eluting with 60% EtOAc/hexane, to give the title compound as a yellow amorphous solid. MS (ESI, pos. ion) m/z: 493 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07582761B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-c773017fcbb44f64968aab629074cb4d |
| Source note | uspto-grants-2009_09 |