HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → 1-(4-{2-[[1-(3,5-Dichloro-benzyl)-1H-imidazol-2-ylmethyl]-(3-fluoro-benzyl)-amino]-ethyl}-piperazin-1-yl)-ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | [1-(3,5-dichloro-benzyl)-1H-imidazol-2-ylmethyl]-(3-fluoro-benzyl)-(2-piperazin-1-yl-ethyl)-amine | HCID 11949835 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(4-{2-[[1-(3,5-Dichloro-benzyl)-1H-imidazol-2-ylmethyl]-(3-fluoro-benzyl)-amino]-ethyl}-piperazin-1-yl)-ethanone | HCID 11955361 | 67.5% |
Reaction Steps
To a solution of [1-(3,5-dichloro-benzyl)-1H-imidazol-2-ylmethyl]-(3-fluoro-benzyl)-(2-piperazin-1-yl-ethyl)-amine (55 mg, 0.12 mmol) in CH2Cl2 at ambient temperature was added dropwise Ac2O (34 μL, 0.36 mmol). The mixture was stirred for 2 h before addition of saturated NaHCO3 (6 mL). The mixture was extracted with CH2Cl2 (2×20 mL) and the combined extracts dried over Na2SO4 then concentrated in vacuo. The residue was purified by semi-preparative HPLC to provide the title compound (42 mg, 66%) as a viscous oil: ESI MS m/z 518 [C26H30Cl2FN5O+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07572921B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-46bb9d3f48d04e7e9d6e93655f56ceca |
| Source note | uspto-grants-2009_08 |