4-Methyl-3-(4-pyridin-3-yl-1,2,3-triazol-1-yl)-benzoic acid → N-(5-tert-Butyl-3-{[(2-dimethylamino-ethyl)-methyl-amino]-methyl}-2-methoxy-phenyl)-4-methyl-3-(4-pyridin-3-yl-[1,2,3]triazol-1-yl)-benzamide

HRID 2109165Notes

Reaction equation

HRID 2109165 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][C:3]=1[N:11]1[CH:15]=[C:14]([C:16]2[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=2)[N:13]=[N:12]1.[NH2:22][C:23]1[C:24]([O:41][CH3:42])=[C:25]([CH:34]=[C:35]([C:37]([CH3:40])([CH3:39])[CH3:38])[CH:36]=1)[CH2:26][N:27]([CH3:33])[CH2:28][CH2:29][N:30]([CH3:32])[CH3:31]>>[C:37]([C:35]1[CH:34]=[C:25]([CH2:26][N:27]([CH2:28][CH2:29][N:30]([CH3:31])[CH3:32])[CH3:33])[C:24]([O:41][CH3:42])=[C:23]([NH:22][C:6](=[O:8])[C:5]2[CH:9]=[CH:10][C:2]([CH3:1])=[C:3]([N:11]3[CH:15]=[C:14]([C:16]4[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=4)[N:13]=[N:12]3)[CH:4]=2)[CH:36]=1)([CH3:40])([CH3:38])[CH3:39]

Participants

3

Reactant 2

HCID 210973314-Methyl-3-(4-pyridin-3-yl-1,2,3-triazol-1-yl)-benzoic acidHCID 21097366N-(3-amino-5-tert-butyl-2-methoxy-benzyl)-N,N',N'-trimethyl-ethane-1,2-diamine

Product 1

HCID 21097109N-(5-tert-Butyl-3-{[(2-dimethylamino-ethyl)-methyl-amino]-methyl}-2-methoxy-phenyl)-4-methyl-3-(4-pyridin-3-yl-[1,2,3]triazol-1-yl)-benzamide

Procedure

Example 10 was prepared by coupling 4-methyl-3-(4-pyridin-3-yl-[1,2,3]triazol-1-yl)-benzoic acid with N-(3-amino-5-tert-butyl-2-methoxy-benzyl)-N,N′,N′-trimethyl-ethane-1,2-diamine (see U.S. provisional application 60/526,569) in the same manner as Example 1. ESI MS m/z 554 [C32H41N7O2—H]−.

Workup

  1. customExample 10 was prepared

Sources & evidence

ORD record
ord-161a494dfc36452284c6067b6bb6d521
Source dataset
uspto-grants-2009_04
Patent number
US07514458B2

Reaction notes

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