HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 3-chloro-N-(5-chloro-1H-benzimidazol-2-ylmethyl)-4-(2-aminomethylpyrrolidin-1-ylcarbonyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | Pyrrolidin-2-ylmethyl-carbamic acid tert-butyl ester | HCID 21834643 | — |
| Reactant | HCID 178523088 | HCID 178523088 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 3-chloro-N-(5-chloro-1H-benzimidazol-2-ylmethyl)-4-(2-aminomethylpyrrolidin-1-ylcarbonyl)benzamide | HCID 178509973 | — |
Reaction Steps
Prepared analogously to Example 1d from 3-chloro-N-(5-chloro-1H-benzimidazol-2-ylmethyl)-4-carboxybenzamide, tert-butyl pyrrolidin-2-ylmethylcarbamate, TBTU, and triethylamine in DMSO at ambient temperature followed by Boc cleaving with trifluoroacetic acid analogously to Example 17. HPLC-MS results: retention time: 2.98 minutes; C21H21Cl2N5O2 (446.34); mass spectrum: (M+H)+=446.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07326791B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-c025e616c1234f41b115b5407bfa7500 |
| Source note | uspto-grants-2008_02 |