HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 2-[4-(3-Chloropyridin-2-yl)piperazin-1-yl]-6-trifluoromethyl-1H-benzoimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-chloro-6-(trifluoromethyl)-1H-benzimidazole | HCID 337905 | — |
| Reactant | 1-(3-Chloropyridin-2-yl)piperazine hydrochloride | HCID 20455074 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-[4-(3-Chloropyridin-2-yl)piperazin-1-yl]-6-trifluoromethyl-1H-benzoimidazole | HCID 11710679 | — |
Reaction Steps
A mixture of the hydrochloride salt from step (b) above (0.564 g, 2.4 mmol), 2-chloro-6-trifluoromethyl-1H-benzoimidazole (0.27 g, 1.22 mmol, Example 1c) and N,N-diisopropylethylamine (0.84 mL, 4.8 mmol, Aldrich) in MeCN (1 mL) was subjected to microwave irradiation at 180° C. with stirring for 20 min. The solvent was removed in vacuo and the residue was purified by silica gel chromatography, eluting with 30% EtOAc/hexane, to give the title compound as a white solid. M.p. 208-210° C. MS (ESI, pos. ion) m/z: 382 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08026241B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-be248483bc5f4a5c99adc820fe1592a5 |
| Source note | uspto-grants-2011_09 |