HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 3-bromo-N-[(1R)-1-(5-chloro-1H-benzimidazol-2-yl)-2-hydroxyethyl]-4-(pyrrolidin-1-ylcarbonyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| 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 | Bromine chlorine | HCID 131726752 | — |
| Reactant | HCID 178511833 | HCID 178511833 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | 3-bromo-N-[(1R)-1-(5-chloro-1H-benzimidazol-2-yl)-2-hydroxyethyl]-4-(pyrrolidin-1-ylcarbonyl)benzamide | HCID 178523885 | 90% |
Reaction Steps
Prepared analogously to Example 1g from 3-bromo-4-(pyrrolidin-1-ylcarbonyl)benzoic acid, TBTU, diisopropylethylamine and (1R)-1-(5-chloro-1H-benzimidazol-2-yl)-2-hydroxyethylamine in tetrahydrofuran. Yield: 90%; Rf value: 0.40 (silica gel: dichloromethane/methanol=9:1); C21H20BrClN4O3 (491.77); mass spectrum: (M+H)+=491/493/495 (bromine/chlorine isotope).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07326791B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-fd5cfc056bc14f0b98a676c7cf475092 |
| Source note | uspto-grants-2008_02 |