HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorine → (S)-N-[1-(5-chloro-1H-benzimidazol-2-yl)]ethyl-3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorine | HCID 24526 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 3-Methyl 4-(pyrrolidin-1-ylcarbonyl)benzoic acid | HCID 12068686 | — |
| Reactant | (S)-1-(5-chloro-1H-benzimidazol-2-yl)ethylamine | HCID 42034613 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Dichloromethane ethanol | HCID 21584144 | — |
| Product | (S)-N-[1-(5-chloro-1H-benzimidazol-2-yl)]ethyl-3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzamide | HCID 178427139 | 76% |
Reaction Steps
Prepared analogously to Example 1g from 3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzoic acid, TBTU, diisopropylethylamine, and (S)-1-(5-chlorobenzimidazol-2-yl)ethylamine in tetrahydrofuran. Yield: 76%; Rf value: 0.50 (silica gel; methylene chloride/ethanol=9:1); C22H23ClN4O2 (410.91); mass spectrum: (M−H)−=409/411 (chlorine isotope).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07326791B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-9121e496490e42a5b8ccf2900df6d63d |
| Source note | uspto-grants-2008_02 |