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

HRID 922504Notes

Reaction equation

HRID 922504 reaction equation
[F:1][C:2]([F:30])([F:29])[C:3]1[CH:4]=[C:5]([C:9]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([C@@H:18]3[CH2:20][C@H:19]3[NH:21]C(=O)OC(C)(C)C)=[CH:14][CH:13]=2)=[O:10])[CH:6]=[CH:7][CH:8]=1.[ClH:31].C(OCC)(=O)C>>[ClH:31].[NH2:21][C@@H:19]1[CH2:20][C@H:18]1[C:15]1[CH:14]=[CH:13][C:12]([NH:11][C:9](=[O:10])[C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:29])([F:30])[F:1])[CH:4]=2)=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 86729841tert-Butyl {trans-2-[4-({[3-(trifluoromethyl)phenyl]carbonyl}amino)phenyl]cyclopropyl}-carbamate

Product 1

HCID 86729839N-[4-(trans-2-aminocyclopropyl)phenyl]-3-(trifluoromethyl)benzamide hydrochloride

Procedure

tert-Butyl {trans-2-[4-({[3-(trifluoromethyl)phenyl]carbonyl}amino)phenyl]cyclopropyl}-carbamate (161 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 (130 mg).

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-f9050255c3174b11a360556bd519b23a
Source dataset
uspto-grants-2016_03
Patent number
US09278931B2

Reaction notes

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