HuagongsheHuagongshe Chemistry Print Report · For research reference only
BROMINE CHLORIDE (BrCl) → 3-bromo-N-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methylsulfanylpropyl]4-(pyrrolidin-1-ylcarbonyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | BROMINE CHLORIDE (BrCl) | HCID 61697 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 3-Bromo-4-(pyrrolidin-1-ylcarbonyl)benzoic acid | HCID 69312488 | — |
| Reactant | (S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methylsulfanylpropylamine | HCID 178503691 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Dichloromethane ethanol | HCID 21584144 | — |
| Product | 3-bromo-N-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methylsulfanylpropyl]4-(pyrrolidin-1-ylcarbonyl)benzamide | HCID 178503695 | 60% |
Reaction Steps
Prepared analogously to Example 1g from 3-bromo-4-(pyrrolidin-1-ylcarbonyl)benzoic acid, TBTU, diisopropylethylamine, and (S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methylsulfanylpropylamine in tetrahydrofuran. Yield: 60%; Rf value: 0.40 (silica gel; dichloromethane/ethanol=9:1); C23H24BrClN4O2S (535.89); mass spectrum: (M+H)+=535/537/539 (bromo-chlorine isotope).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07326791B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-aa9dcc6534a342b9972b33ebbec1a9cc |
| Source note | uspto-grants-2008_02 |