Hydrochloric Acid → n-{4-[(Methoxymethyl)cyclobutyl]phenyl}{2-[(4-pyridylmethyl)amino]phenyl}-carboxamide

HRID 1246966Notes

Reaction equation

[CH3:1][O:2][CH2:3][C:4]1([C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[N:22]([CH2:26][C:27]3[CH:32]=[CH:31][N:30]=[CH:29][CH:28]=3)C(=O)C)=[O:15])=[CH:9][CH:8]=2)[CH2:6][CH2:5]1.Cl.[C:34]([O-])(O)=O.[Na+]>CCO>[CH3:1][O:2][CH2:3][C:4]1([C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[NH:22][CH2:26][C:27]3[CH:28]=[CH:29][N:30]=[CH:31][CH:32]=3)=[O:15])=[CH:9][CH:8]=2)[CH2:5][CH2:34][CH2:6]1

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of N-[2-(N-{4-[(methoxymethyl)-cyclopropyl]phenyl}carbamoyl)-phenyl]-N-(4-pyridylmethyl)acetamide (100 mg) and 20% HCl (5 ml) in EtOH (15 ml) was stirred at 80° C. overnight. The solution was basified with NaHCO3 and evaporated with silica gel and purified by column chromatography to give the title compound. Mass: (M+1), 402.

Workup

customevaporated with silica gel
custompurified by column chromatography

Sources & evidence

ORD record: ord-9e95ac56214e41ff8972b332a498ace7
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07129252B2

Reaction notes

Loading…