3-azido-N-(5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenyl)-4-methyl-benzamide → N-(5-tert-Butyl-3-methanesulfonylamino-2-methoxy-phenyl)-3-[4-(2-cyclopropyl-1-methyl-1H-imidazol-4-yl)-[1,2,3]triazol-1-yl]-4-methyl-benzamide

HRID 1350720Notes

Reaction equation

HRID 1350720 reaction equation
[CH:1]1([C:4]2[N:5]([CH3:11])[CH:6]=[C:7]([CH:9]=O)[N:8]=2)[CH2:3][CH2:2]1.C1(C2N(C)C(C=O)=CN=2)CC1.N(C1C=C(C=CC=1C)C(NC1C=C(C(C)(C)C)C=C(NS(C)(=O)=O)C=1OC)=O)=[N+]=[N-].[C:53]([C:57]1[CH:58]=[C:59]([NH:89][S:90]([CH3:93])(=[O:92])=[O:91])[C:60]([O:87][CH3:88])=[C:61]([NH:63][C:64](=[O:86])[C:65]2[CH:70]=[CH:69][C:68]([CH3:71])=[C:67]([N:72]3[CH:76]=C(C4N(C)C(C5CC5)=NC=4)[N:74]=[N:73]3)[CH:66]=2)[CH:62]=1)([CH3:56])([CH3:55])[CH3:54]>>[C:53]([C:57]1[CH:58]=[C:59]([NH:89][S:90]([CH3:93])(=[O:91])=[O:92])[C:60]([O:87][CH3:88])=[C:61]([NH:63][C:64](=[O:86])[C:65]2[CH:70]=[CH:69][C:68]([CH3:71])=[C:67]([N:72]3[CH:76]=[C:9]([C:7]4[N:8]=[C:4]([CH:1]5[CH2:3][CH2:2]5)[N:5]([CH3:11])[CH:6]=4)[N:74]=[N:73]3)[CH:66]=2)[CH:62]=1)([CH3:56])([CH3:54])[CH3:55]

Participants

5

Reactant 4

HCID 210792023-azido-N-(5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenyl)-4-methyl-benzamideHCID 21097141N-(5-tert-Butyl-3-methanesulfonylamino-2-methoxy-phenyl)-3-[4-(2-cyclopropyl-3-methyl-3H-imidazol-4-yl)-[1,2,3]triazol-1-yl]-4-methyl-benzamideHCID 210972712-cyclopropyl-1-methyl-1H-imidazole-4-carbaldehydeHCID 210972742-cyclopropyl-3-methyl-3H-imidazole-4-carbaldehyde

Product 1

HCID 21097138N-(5-tert-Butyl-3-methanesulfonylamino-2-methoxy-phenyl)-3-[4-(2-cyclopropyl-1-methyl-1H-imidazol-4-yl)-[1,2,3]triazol-1-yl]-4-methyl-benzamide

Procedure

Example 47 was prepared from 2-cyclopropyl-1-methyl-1H-imidazole-4-carbaldehyde (as a 1:1 mixture with 2-cyclopropyl-3-methyl-3H-imidazole-4-carbaldehyde) and 3-azido-N-(5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenyl)-4-methyl-benzamide in the same manner as Example 39. Chromatography allowed separation of Example 47 from Example 46. ESI MS m/z 578 [C29H35N7O4S+H]+.

Sources & evidence

ORD record
ord-2b50039af1154a5b84e15c2e96d48bf1
Source dataset
uspto-grants-2007_05
Patent number
US07214802B2

Reaction notes

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