N-(2-Aminophenyl)-4-methoxybenzamide → N1-[4-Benzyloxy-2-(3-tert-butoxycarbonylaminopropoxy)benzoyl]-N2-(4-methoxybenzoyl)-1,2-benzenediamine

HRID 1445459Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1445459
[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][C:12]([C:13](O)=[O:14])=[C:11]([O:18][CH2:19][CH2:20][CH2:21][NH:22][C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:30][O:31][C:32]1[CH:47]=[CH:46][C:35]([C:36]([NH:38][C:39]2[C:40]([NH2:45])=[CH:41][CH:42]=[CH:43][CH:44]=2)=[O:37])=[CH:34][CH:33]=1>>[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([NH:45][C:40]2[C:39]([NH:38][C:36](=[O:37])[C:35]3[CH:34]=[CH:33][C:32]([O:31][CH3:30])=[CH:47][CH:46]=3)=[CH:44][CH:43]=[CH:42][CH:41]=2)=[O:14])=[C:11]([O:18][CH2:19][CH2:20][CH2:21][NH:22][C:23]([O:25][C:26]([CH3:28])([CH3:27])[CH3:29])=[O:24])[CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

3

Edukt 2

HCID 785232N-(2-Aminophenyl)-4-methoxybenzamideHCID 685449194-Benzyloxy-2-(3-tert-butoxycarbonylaminopropoxy)benzoic acid

Produkt 1

HCID 86628413N1-[4-Benzyloxy-2-(3-tert-butoxycarbonylaminopropoxy)benzoyl]-N2-(4-methoxybenzoyl)-1,2-benzenediamineAusbeute 65,7 %

Versuchsvorschrift

In a manner substantially equivalent to Example 101-D, 4-benzyloxy-2-(3-tert-butoxycarbonylaminopropoxy)benzoic acid (4.98 g, 12.4 mmol) and N1-(4-methoxybenzoyl)-1,2-benzenediamine (3.00 g, 12.4 mmol) were coupled to give 5.10 g (65.7%) of the title compound as a white foam after purification by silica gel (hexanes:EtOAc) chromatography on a Waters prep 500 instrument.

Quellen und Nachweise

ORD-Eintrag
ord-466e023d71f54fbdb6dacc8a6c89da9e
Quelldatensatz
uspto-grants-2010_02
Patentnummer
US07666866B2

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