2-(1-tert-Butoxycarbonylpiperidin-4-yloxy)-4-(methylthio)benzoic acid → n-(5-Chloropyridin-2-yl)-4-iodo-2-[4-methylthio-2-(1-t-butoxycarbonylpiperidin-4-yloxy)benzoylamino]benzamide

HRID 644280Notes

Reaction equation

HRID 644280 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:18])[C:10]2[CH:15]=[CH:14][C:13]([I:16])=[CH:12][C:11]=2[NH2:17])=[N:6][CH:7]=1.[CH3:19][S:20][C:21]1[CH:29]=[CH:28][C:24]([C:25](O)=[O:26])=[C:23]([O:30][CH:31]2[CH2:36][CH2:35][N:34]([C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[CH2:33][CH2:32]2)[CH:22]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:18])[C:10]2[CH:15]=[CH:14][C:13]([I:16])=[CH:12][C:11]=2[NH:17][C:25](=[O:26])[C:24]2[CH:28]=[CH:29][C:21]([S:20][CH3:19])=[CH:22][C:23]=2[O:30][CH:31]2[CH2:36][CH2:35][N:34]([C:37]([O:39][C:40]([CH3:42])([CH3:41])[CH3:43])=[O:38])[CH2:33][CH2:32]2)=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 115596842-(1-tert-Butoxycarbonylpiperidin-4-yloxy)-4-(methylthio)benzoic acidHCID 68535003N-(5-chloropyridin-2-yl)-4-iodo-2-aminobenzamide

Product 1

HCID 68533929n-(5-Chloropyridin-2-yl)-4-iodo-2-[4-methylthio-2-(1-t-butoxycarbonylpiperidin-4-yloxy)benzoylamino]benzamideYield 84%

Procedure

Using a procedure analogous to Example 4-E, N-(5-chloropyridin-2-yl)-4-iodo-2-aminobenzamide and 4-methylthio-2-(1-t-butoxycarbonylpiperidin-4-yloxy)benzoic acid gave the title compound as a white solid (3.03 g, 84%).

Sources & evidence

ORD record
ord-8b1af64b1a7c4466b6cce39d39b98971
Source dataset
uspto-grants-2010_04
Patent number
US07700628B2

Reaction notes

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