Hydrogen chloride-ethyl acetate → N-{4-[trans-2-aminocyclopropyl]phenyl}-3-(piperidin-1-yl)benzamide dihydrochloride

HRID 922515Notes

Reaction equation

HRID 922515 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]([N:26]3[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]3)[CH:21]=2)=[O:19])=[CH:13][CH:12]=1)(C)(C)C.[ClH:33].C(OCC)(=O)C>>[ClH:33].[ClH:33].[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]([N:26]3[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]3)[CH:21]=2)=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 86729855tert-Butyl{trans-2-[4-({[3-(piperidin-1-yl)phenyl]carbonyl}amino)phenyl]cyclopropyl}carbamate

Product 1

HCID 86729856N-{4-[trans-2-aminocyclopropyl]phenyl}-3-(piperidin-1-yl)benzamide dihydrochloride

Procedure

tert-Butyl{trans-2-[4-({[3-(piperidin-1-yl)phenyl]carbonyl}amino)phenyl]cyclopropyl}carbamate (142 mg) was dissolved in 4N hydrochloric acid/ethyl acetate solution (2 mL), and the mixture was stirred at room temperature for 3 hr. The solvent was evaporated under reduced pressure to give the title compound (121 mg).

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-eeefc8e431d24d2d980b8ee73bfd3848
Source dataset
uspto-grants-2016_03
Patent number
US09278931B2

Reaction notes

Loading…