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

HRID 922544Notes

Reaction equation

HRID 922544 reaction equation
[C:1]([NH:9][C:10]1[CH:39]=[CH:38][C:13]([C:14]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([C@@H:23]3[CH2:25][C@H:24]3[N:26]([CH2:34][CH:35]3[CH2:37][CH2:36]3)C(=O)OC(C)(C)C)=[CH:19][CH:18]=2)=[O:15])=[CH:12][CH:11]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:40].COC1CCCC1>>[ClH:40].[C:1]([NH:9][C:10]1[CH:39]=[CH:38][C:13]([C:14]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([C@@H:23]3[CH2:25][C@H:24]3[NH:26][CH2:34][CH:35]3[CH2:36][CH2:37]3)=[CH:19][CH:18]=2)=[O:15])=[CH:12][CH:11]=1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 66926893hydrogen chloride CPMEHCID 86729909Tert-butyl [trans-2-(4-{[4-(benzoylamino)benzoyl]amino}-phenyl)cyclopropyl](cyclopropylmethyl)carbamate

Product 1

HCID 867299104-(benzoylamino)-N-(4-{trans-2-[(cyclopropylmethyl)amino]-cyclopropyl}phenyl)benzamide hydrochloride

Procedure

tert-Butyl [trans-2-(4-{[4-(benzoylamino)benzoyl]amino}phenyl)cyclopropyl]-(cyclopropylmethyl)carbamate (98.0 mg) was dissolved in 4N hydrochloric acid/cyclopentyl methyl ether solution (1 mL), and the mixture was stirred at room temperature for 2 hr. The solvent was evaporated under reduced pressure. The residue was recrystallized from methanol/diisopropyl ether to give the title compound (44.6 mg).

Workup

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

Sources & evidence

ORD record
ord-0c7aa2ad57624d00aaa703da6df409a2
Source dataset
uspto-grants-2016_03
Patent number
US09278931B2

Reaction notes

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