2-amino-N-(5-chloropyridin-2-yl)-4-methoxycarbonylbenzamide → n-(5-Chloropyridin-2-yl)-4-methoxycarbonyl-2-[4-methylthio-2-(3-(t-butoxy-carbonylamino)propoxy)benzoylamino]benzamide

HRID 644278Notes

Reaction equation

HRID 644278 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:21])[C:10]2[CH:15]=[CH:14][C:13]([C:16]([O:18][CH3:19])=[O:17])=[CH:12][C:11]=2[NH2:20])=[N:6][CH:7]=1.[CH3:22][S:23][C:24]1[CH:32]=[CH:31][C:27]([C:28](O)=[O:29])=[C:26]([O:33][CH2:34][CH2:35][CH2:36][NH:37][C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])[CH:25]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:21])[C:10]2[CH:15]=[CH:14][C:13]([C:16]([O:18][CH3:19])=[O:17])=[CH:12][C:11]=2[NH:20][C:28](=[O:29])[C:27]2[CH:31]=[CH:32][C:24]([S:23][CH3:22])=[CH:25][C:26]=2[O:33][CH2:34][CH2:35][CH2:36][NH:37][C:38]([O:40][C:41]([CH3:43])([CH3:42])[CH3:44])=[O:39])=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 219063182-amino-N-(5-chloropyridin-2-yl)-4-methoxycarbonylbenzamideHCID 579365402-(3-Tert-butoxycarbonylaminopropoxy)-4-(methylthio)benzoic acid

Product 1

HCID 68530427n-(5-Chloropyridin-2-yl)-4-methoxycarbonyl-2-[4-methylthio-2-(3-(t-butoxy-carbonylamino)propoxy)benzoylamino]benzamideYield 50%

Procedure

Using a procedure analogous to Example 4-E, N-(5-chloropyridin-2-yl)-4-methoxycarbonyl-2-aminobenzamide and 4-(methylthio)-2-(3-(t-butoxycarbonylamino)-propoxy)benzoic acid gave the title compound as a white solid (12 g, 50%).

Sources & evidence

ORD record
ord-184d6c2284f7425b92ad80620018c07a
Source dataset
uspto-grants-2010_04
Patent number
US07700628B2

Reaction notes

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