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

HRID 922495Notes

Reaction equation

HRID 922495 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([C@@H:17]3[CH2:19][C@H:18]3[NH:20]C(=O)OC(C)(C)C)=[CH:13][CH:12]=2)=[O:9])[CH:5]=[CH:6][CH:7]=1.[ClH:28].C(OCC)(=O)C>>[ClH:28].[NH2:20][C@@H:18]1[CH2:19][C@H:17]1[C:14]1[CH:15]=[CH:16][C:11]([NH:10][C:8](=[O:9])[C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[CH:3]=2)=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 86729828Tert-butyl [trans-2-(4-{[(3-bromophenyl)carbonyl]amino}phenyl)cyclopropyl]carbamate

Product 1

HCID 86729829N-[4-(trans-2-aminocyclopropyl)phenyl]-3-bromobenzamide hydrochloride

Procedure

tert-Butyl [trans-2-(4-{[(3-bromophenyl)carbonyl]amino}phenyl)cyclopropyl]carbamate (407 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 (320 mg).

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-dd53b0e96a4d41f1b366f98964dc731b
Source dataset
uspto-grants-2016_03
Patent number
US09278931B2

Reaction notes

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