Hydrogen chloride-ethyl acetate → N-[4-(trans-2-aminocyclopropyl)phenyl]-3-[(phenylcarbonyl)amino]benzamide hydrochloride

HRID 922512Notes

Reaction equation

HRID 922512 reaction equation
C(OC(=O)[NH:7][C@@H:8]1[CH2:10][C@H:9]1[C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([NH:26][C:27]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[O:28])[CH:21]=2)=[O:19])=[CH:13][CH:12]=1)(C)(C)C.[ClH:36].C(OCC)(=O)C>>[ClH:36].[NH2:7][C@@H:8]1[CH2:10][C@H:9]1[C:11]1[CH:12]=[CH:13][C:14]([NH:17][C:18](=[O:19])[C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([NH:26][C:27]([C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)=[O:28])[CH:21]=2)=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 131734968Tert-butyl (trans-2-{4-[({3-[(phenylcarbonyl)amino]phenyl}carbonyl)amino]phenyl}-cyclopropyl)carbamate

Product 1

HCID 86729850N-[4-(trans-2-aminocyclopropyl)phenyl]-3-[(phenylcarbonyl)amino]benzamide hydrochloride

Procedure

tert-Butyl(trans-2-{4-[({3-[(phenylcarbonyl)amino]phenyl}carbonyl)amino]phenyl}-cyclopropyl)carbamate (188 mg) was dissolved in 4N hydrochloric acid/ethyl acetate solution (2 mL), and the mixture was stirred at room temperature for 2 hr. The solvent was evaporated under reduced pressure to give the title compound (107 mg).

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-72c5b03ab01740b193beac803ad8d22e
Source dataset
uspto-grants-2016_03
Patent number
US09278931B2

Reaction notes

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