1-(4-Fluoro-2-methoxyphenyl)piperazine → [4-(4-Fluoro-2-methoxyphenyl)piperazin-1-yl][4-(imidazo[4,5-b]pyridin-3-yl)phenyl]methanone

HRID 2412098Notes

Reaction equation

HRID 2412098 reaction equation
[N:1]1[C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[N:3]([C:10]2[CH:20]=[CH:19][C:13]([C:14]([O:16]CC)=O)=[CH:12][CH:11]=2)[CH:2]=1.[F:21][C:22]1[CH:27]=[CH:26][C:25]([N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)=[C:24]([O:34][CH3:35])[CH:23]=1>>[F:21][C:22]1[CH:27]=[CH:26][C:25]([N:28]2[CH2:29][CH2:30][N:31]([C:14]([C:13]3[CH:12]=[CH:11][C:10]([N:3]4[C:4]5=[N:5][CH:6]=[CH:7][CH:8]=[C:9]5[N:1]=[CH:2]4)=[CH:20][CH:19]=3)=[O:16])[CH2:32][CH2:33]2)=[C:24]([O:34][CH3:35])[CH:23]=1

Participants

3

Reactant 2

HCID 104886541-(4-Fluoro-2-methoxyphenyl)piperazineHCID 71252216Ethyl 4-(imidazo[4,5-b]pyridin-3-yl)benzoate

Product 1

HCID 71252400[4-(4-Fluoro-2-methoxyphenyl)piperazin-1-yl][4-(imidazo[4,5-b]pyridin-3-yl)phenyl]methanoneYield 16.1%

Procedure

Using ethyl 4-(imidazo[4,5-b]pyridin-3-yl)benzoate (300 mg) described in Preparation Example 77 and 1-(4-fluoro-2-methoxyphenyl)piperazine (236 mg) and by the reaction and treatment in the same manner as in Example 170, the title compound (78 mg) was obtained.

Sources & evidence

ORD record
ord-41e98ed98b504868a7a379e719d4609c
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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