HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorine → N-(5-chloro-1H-indol-2-ylmethyl)-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 | (5-Chloro-1H-indol-2-yl)methanamine | HCID 4689978 | — |
| Reactant | 3-Methyl 4-(pyrrolidin-1-ylcarbonyl)benzoic acid | HCID 12068686 | — |
| Reactant | Ethyl acetate ethanol ammonia | HCID 86587043 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(5-chloro-1H-indol-2-ylmethyl)-3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzamide | HCID 59655287 | 31% |
Reaction Steps
Prepared analogously to Example 1g from 3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzoic acid, TBTU, diisopropylethylamine, and C-(5-chloro-1H-indol-2-yl)methylamine in dimethylformamide. Yield: 31%; Rf value: 0.61 (silica gel; ethyl acetate/ethanol/ammonia=9:1:0.1); C22H22ClN3O2 (395.89); mass spectrum: (M+H)+=396/398 (chlorine isotope) and (M−H)−=394/396 (chlorine isotope).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07326791B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-1bd1c215329c46d2b7c0d197726693da |
| Source note | uspto-grants-2008_02 |