HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorine → N-[(1S)-1-(7-amino-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 | HCID 22609213 | HCID 22609213 | — |
| Reactant | (1S)-1-(7-amino-5-chloro-1H-benzimidazol-2-yl)ethylamine | HCID 178461861 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-[(1S)-1-(7-amino-5-chloro-1H-benzimidazol-2-yl)ethyl]-3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzamide | HCID 178427150 | 22% |
Reaction Steps
Prepared analogously to Example 1g from 3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzoic acid, TBTU, diisopropylethylamine, and (1S)-1-(7-amino-5-chloro-1H-benzimidazol-2-yl)ethylamine in dimethylformamide. Yield: 22%; Rf value: 0.45 (silica gel; dichloromethane/ethanol/ammonia=9:1:0.1); C22H24ClN5O2 (425.92); mass spectrum: (M+H)+=426/428 (chlorine isotope).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07326791B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-84ddf4e429f340a8bb15ce5c6c5c9fc3 |
| Source note | uspto-grants-2008_02 |