3-{4-[6-(Cyclopropylmethyl-amino)-pyridin-3-yl]-1,2,3-triazol-1-yl}-4-methyl-benzoic acid → N-(5-tert-Butyl-2-methanesulfinyl-phenyl)-3-{4-[6-(cyclopropylmethyl-amino)-pyridin-3-yl]-[1,2,3]triazol-1-yl}-4-methyl-benzamide

HRID 1350651Notes

Reaction equation

HRID 1350651 reaction equation
[CH:1]1([CH2:4][NH:5][C:6]2[N:11]=[CH:10][C:9]([C:12]3[N:13]=[N:14][N:15]([C:17]4[CH:18]=[C:19]([CH:23]=[CH:24][C:25]=4[CH3:26])[C:20](O)=[O:21])[CH:16]=3)=[CH:8][CH:7]=2)[CH2:3][CH2:2]1.[C:27]([C:31]1[CH:32]=[CH:33][C:34]([S:38]([CH3:40])=[O:39])=[C:35]([NH2:37])[CH:36]=1)([CH3:30])([CH3:29])[CH3:28]>>[C:27]([C:31]1[CH:32]=[CH:33][C:34]([S:38]([CH3:40])=[O:39])=[C:35]([NH:37][C:20](=[O:21])[C:19]2[CH:23]=[CH:24][C:25]([CH3:26])=[C:17]([N:15]3[CH:16]=[C:12]([C:9]4[CH:10]=[N:11][C:6]([NH:5][CH2:4][CH:1]5[CH2:2][CH2:3]5)=[CH:7][CH:8]=4)[N:13]=[N:14]3)[CH:18]=2)[CH:36]=1)([CH3:30])([CH3:28])[CH3:29]

Participants

3

Reactant 2

HCID 210972943-{4-[6-(Cyclopropylmethyl-amino)-pyridin-3-yl]-1,2,3-triazol-1-yl}-4-methyl-benzoic acidHCID 210973535-Tert-butyl-2-methanesulfinyl-phenylamine

Product 1

HCID 21097104N-(5-tert-Butyl-2-methanesulfinyl-phenyl)-3-{4-[6-(cyclopropylmethyl-amino)-pyridin-3-yl]-[1,2,3]triazol-1-yl}-4-methyl-benzamide

Procedure

Example 6 was prepared by coupling 3-{4-[6-(cyclopropylmethyl-amino)-pyridin-3-yl]-1,2,3-triazol-1-yl}-4-methyl-benzoic acid with 5-tert-butyl-2-methanesulfinyl-phenylamine (see U.S. provisional application 60/526,569) in the same manner as Example 1. ESI MS m/z 543 [C30H34N6O2S+H]+.

Workup

  1. customExample 6 was prepared

Sources & evidence

ORD record
ord-c72510a618e54e218beedfd18c5643b9
Source dataset
uspto-grants-2007_05
Patent number
US07214802B2

Reaction notes

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