HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorine → N-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-(1H-tetrazol-5-yl)propyl]-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-(5-chloro-1H-benzimidazol-2-yl)-3-(1H-tetrazol-5-yl)propylamine | HCID 178511819 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-(1H-tetrazol-5-yl)propyl]-3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzamide | HCID 178427157 | 37% |
Reaction Steps
Prepared analogously to Example 1g from 3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzoic acid, TBTU, diisopropylethylamine, and (1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-(1H-tetrazol-5-yl)propylamine in tetrahydrofuran. Yield: 37%; Rf value: 0.25 (silica gel: dichloromethane/ethanol/ammonia=9:1:0.1); C24H25ClN8O2 (492.97); mass spectrum: (M+H)+=493/495 (chlorine isotope).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07326791B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-2e13eb9b51694c819e724ec5a091d65d |
| Source note | uspto-grants-2008_02 |