hydrogen chloride CPME → N-(4-{trans-2-[(cyclopropylmethyl)amino]cyclopropyl}phenyl)-4-methylbenzamide hydrochloride

HRID 922535Notes

Reaction equation

HRID 922535 reaction equation
C(OC(=O)[N:7]([CH2:27][CH:28]1[CH2:30][CH2:29]1)[C@@H:8]1[CH2:10][C@H:9]1[C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18](=[O:26])[C:19]2[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=2)=[CH:13][CH:12]=1)(C)(C)C.[ClH:32].COC1CCCC1>>[ClH:32].[CH:28]1([CH2:27][NH:7][C@@H:8]2[CH2:10][C@H:9]2[C:11]2[CH:16]=[CH:15][C:14]([NH:17][C:18](=[O:26])[C:19]3[CH:20]=[CH:21][C:22]([CH3:25])=[CH:23][CH:24]=3)=[CH:13][CH:12]=2)[CH2:30][CH2:29]1

Participants

3

Reactant 2

HCID 66926893hydrogen chloride CPMEHCID 86729894Tert-butyl(cyclopropylmethyl)(trans-2-{4-[(4-methylbenzoyl)amino]phenyl}cyclopropyl)carbamate

Product 1

HCID 86729895N-(4-{trans-2-[(cyclopropylmethyl)amino]cyclopropyl}phenyl)-4-methylbenzamide hydrochloride

Procedure

tert-Butyl(cyclopropylmethyl)(trans-2-{4-[(4-methylbenzoyl)amino]phenyl}cyclopropyl)carbamate (104.3 mg) was dissolved in 4N hydrochloric acid/cyclopentyl methyl ether solution (4 mL), and the mixture was stirred at room temperature overnight. The solvent was evaporated under reduced pressure. The residue was recrystallized from methanol/diisopropyl ether to give the title compound (65.0 mg).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customThe residue was recrystallized from methanol/diisopropyl ether

Sources & evidence

ORD record
ord-20f211bc3ace408d9c0d2cf78f906907
Source dataset
uspto-grants-2016_03
Patent number
US09278931B2

Reaction notes

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