HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopropanecarbonyl chloride → Cyclopropyl-{4-[6-fluoro-2-phenoxymethyl-3-(4-trifluoromethoxy-benzyl)-3H-benzoimidazol-5-yl]-piperazin-1-yl}-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopropanecarbonyl chloride | HCID 77637 | — |
| Reactant | 5-fluoro-2-phenoxymethyl-6-piperazin-1-yl-1-(4-trifluoromethoxy-benzyl)-1H-benzoimidazole | HCID 68467102 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Cyclopropyl-{4-[6-fluoro-2-phenoxymethyl-3-(4-trifluoromethoxy-benzyl)-3H-benzoimidazol-5-yl]-piperazin-1-yl}-methanone | HCID 68466187 | — |
Reaction Steps
80 mg of 5-fluoro-2-phenoxymethyl-6-piperazin-1-yl-1-(4-trifluoromethoxy-benzyl)-1H-benzoimidazole (0.16 mmol) and 0.033 ml TEA (0.24 mmol) were dissolved in 1.5 ml dichloromethane and treated with 0.019 ml cyclopropanecarbonyl chloride (0.2 mmol). After 2 h stirring at rt, the reaction mixture was diluted with dichloromethane, washed with water, saturated sodium bicarbonate and brine, dried with magnesium sulfate, filtered and concentrated in vacuo, leading to 89 mg yellow solid (98%). MS (ISP) 569.4 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07384945B2 |
| Source dataset | uspto-grants-2008_06 |
| ORD ID | ord-9a0ec64a57c74eff831b7fa012a6c13a |
| Source note | uspto-grants-2008_06 |