HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isobutylamine → N-tert-Butyl-3-((4-(5-chloro-4-(3-isobutylureido)-2-methoxybenzoyl)piperazin-1-yl)methyl)-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isobutylamine | HCID 6558 | — |
| Reactant | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| Reactant | 3-((4-(4-amino-5-chloro-2-methoxybenzoyl)piperazin-1-yl)methyl)-N-tert-butylbenzamide | HCID 57917577 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-tert-Butyl-3-((4-(5-chloro-4-(3-isobutylureido)-2-methoxybenzoyl)piperazin-1-yl)methyl)-benzamide | HCID 57917623 | 1.8% |
Reaction Steps
3-((4-(4-Amino-5-chloro-2-methoxybenzoyl)piperazin-1-yl)methyl)-N-tert-butylbenzamide (1.712 g, 0.0037 mol) and 4-nitrophenol chloroformate (0.7518 g, 0.0037 mol) were combined and stirred at room temperature in dichloromethane for 1 hour. Isobutylamine (0.1536 g 0.208 mol) was added and the reaction was stirred for a further 30 minutes. The reaction mixture was diluted with water and flushed through a hydrophobic frit. The organic phase was concentrated under vacuum and purified by acidic reverse phase HPLC affording the title compound (37 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08314091B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-9eaea7fdda9d436ca12eb3950abdc3a7 |
| Source note | uspto-grants-2012_11 |