N-(3-amino-5-tert-butyl-2-methoxy-phenyl)-methanesulfonamide → N-(5-tert-Butyl-3-methanesulfonylamino-2-methoxy-phenyl)-3,4-dimethyl-5-(4-pyridin-3-yl-[1,2,3]triazol-1-yl)-benzamide

HRID 2109160Notes

Reaction equation

HRID 2109160 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([N:12]2[CH:16]=[C:15]([C:17]3[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=3)[N:14]=[N:13]2)[C:10]=1[CH3:11])[C:5]([OH:7])=O.[NH2:23][C:24]1[C:25]([O:39][CH3:40])=[C:26]([NH:34][S:35]([CH3:38])(=[O:37])=[O:36])[CH:27]=[C:28]([C:30]([CH3:33])([CH3:32])[CH3:31])[CH:29]=1>>[C:30]([C:28]1[CH:27]=[C:26]([NH:34][S:35]([CH3:38])(=[O:37])=[O:36])[C:25]([O:39][CH3:40])=[C:24]([NH:23][C:5](=[O:7])[C:4]2[CH:8]=[C:9]([N:12]3[CH:16]=[C:15]([C:17]4[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=4)[N:14]=[N:13]3)[C:10]([CH3:11])=[C:2]([CH3:1])[CH:3]=2)[CH:29]=1)([CH3:33])([CH3:31])[CH3:32]

Participants

3

Reactant 2

HCID 10214710N-(3-amino-5-tert-butyl-2-methoxy-phenyl)-methanesulfonamideHCID 210972963,4-Dimethyl-5-(4-pyridin-3-yl-[1,2,3]triazol-1-yl)-benzoic acid

Product 1

HCID 21097178N-(5-tert-Butyl-3-methanesulfonylamino-2-methoxy-phenyl)-3,4-dimethyl-5-(4-pyridin-3-yl-[1,2,3]triazol-1-yl)-benzamide

Procedure

Example 8 was prepared by coupling 3,4-dimethyl-5-(4-pyridin-3-yl-[1,2,3]triazol-1-yl)-benzoic acid with N-(3-amino-5-tert-butyl-2-methoxy-phenyl)-methane-sulfonamide in the same manner as Example 1. ESI MS m/z 549 [C28H32N6O4S+H]+.

Workup

  1. customExample 8 was prepared

Sources & evidence

ORD record
ord-6ef6a06a84224160b1f566c24d48e162
Source dataset
uspto-grants-2009_04
Patent number
US07514458B2

Reaction notes

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