HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isobutylamine → (S)-N-tert-Butyl-3-((4-(3-fluoro-4-(3-isobutylureido)benzoyl)-2-isopropylpiperazin-1-yl)methyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isobutylamine | HCID 6558 | — |
| Reactant | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| Reactant | HCID 57917701 | HCID 57917701 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-N-tert-Butyl-3-((4-(3-fluoro-4-(3-isobutylureido)benzoyl)-2-isopropylpiperazin-1-yl)methyl)benzamide | HCID 57917694 | 6.2% |
Reaction Steps
To a stirred solution of (S)-3-((4-(4-amino-3-fluorobenzoyl)-2-isopropylpiperazin-1-yl)methyl)-N-tert-butylbenzamide (40 mg, 0.088 mmol) in dichloromethane (2 mL) at room temperature was added 4-nitrophenyl chloroformate (18.62 mg, 0.092 mmol). The reaction mixture was stirred for 1 hour before the addition of isobutylamine (6.44 mg, 0.088 mmol). After 2 hours stirring, the reaction mixture was applied to a silica carbonate column (2 g). The eluant was concentrated under vacuum and redissolved in methanol. Purification by HPLC gave the title compound (3 mg). MS (ESI) m/z 554.3 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08314091B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-2846bd32c4eb4b0da518e5ceaacb2e64 |
| Source note | uspto-grants-2012_11 |