4-(2,4-Dimethylbenzoyl)piperidine hydrochloride → [4-(2,4-Dimethylbenzoyl)piperidin-1-yl][4-(imidazo[4,5-b]pyridin-3-yl)phenyl]methanone

HRID 2412099Notes

Reaction equation

HRID 2412099 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.Cl.[CH3:22][C:23]1[CH:28]=[C:27]([CH3:29])[CH:26]=[CH:25][C:24]=1[C:30]([CH:32]1[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]1)=[O:31]>>[CH3:22][C:23]1[CH:28]=[C:27]([CH3:29])[CH:26]=[CH:25][C:24]=1[C:30]([CH:32]1[CH2:37][CH2:36][N:35]([C:14]([C:13]2[CH:12]=[CH:11][C:10]([N:3]3[C:4]4=[N:5][CH:6]=[CH:7][CH:8]=[C:9]4[N:1]=[CH:2]3)=[CH:20][CH:19]=2)=[O:16])[CH2:34][CH2:33]1)=[O:31]

Participants

3

Reactant 2

HCID 438106264-(2,4-Dimethylbenzoyl)piperidine hydrochlorideHCID 71252216Ethyl 4-(imidazo[4,5-b]pyridin-3-yl)benzoate

Product 1

HCID 71252030[4-(2,4-Dimethylbenzoyl)piperidin-1-yl][4-(imidazo[4,5-b]pyridin-3-yl)phenyl]methanoneYield 63.4%

Procedure

Using ethyl 4-(imidazo[4,5-b]pyridin-3-yl)benzoate (300 mg) described in Preparation Example 77 and (2,4-dimethylphenyl)(piperidin-4-yl)methanone hydrochloride (285 mg) and by the reaction and treatment in the same manner as in Example 170, the title compound (312 mg) was obtained.

Sources & evidence

ORD record
ord-568b0506693d472788486be229893dad
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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