HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorine → N-[1-(5-chloro-1H-benzimidazol-2-yl)ethyl]-3-chloro-4-(3-oxopiperazin-1-ylcarbonyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorine | HCID 24526 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Piperazin-2-one | HCID 231360 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 178523088 | HCID 178523088 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Dichloromethane ethanol | HCID 21584144 | — |
| Product | N-[1-(5-chloro-1H-benzimidazol-2-yl)ethyl]-3-chloro-4-(3-oxopiperazin-1-ylcarbonyl)benzamide | HCID 178464815 | 36% |
Reaction Steps
Prepared analogously to Example 1d from 3-chloro-N-(5-chloro-1H-benzimidazol-2-ylmethyl)-4-hydroxycarbonylbenzamide, TBTU, diisopropylethylamine, and 2-oxopiperazine in tetrahydrofuran. Yield: 36%; Rf value: 0.75 (silica gel; methylene chloride/ethanol=4:1); C21H19Cl2N5O3 (460.32); mass spectrum: (M+H)+=460/462/464 (chlorine isotope).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07326791B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-08eda446ab214191b01f210f15dfcf7a |
| Source note | uspto-grants-2008_02 |