1-(3,5-Dimethylpyridin-2-yl)piperazine → (1-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-1-methylethyl)carbamic acid ethyl ester

HRID 2411831Notes

Reaction equation

HRID 2411831 reaction equation
[CH2:1]([O:3][C:4]([NH:6][C:7]([C:10]1[CH:19]=[CH:18][C:13]([C:14]([O:16]C)=O)=[CH:12][CH:11]=1)([CH3:9])[CH3:8])=[O:5])[CH3:2].[CH3:20][C:21]1[C:22]([N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)=[N:23][CH:24]=[C:25]([CH3:27])[CH:26]=1>>[CH2:1]([O:3][C:4](=[O:5])[NH:6][C:7]([C:10]1[CH:11]=[CH:12][C:13]([C:14]([N:31]2[CH2:32][CH2:33][N:28]([C:22]3[C:21]([CH3:20])=[CH:26][C:25]([CH3:27])=[CH:24][N:23]=3)[CH2:29][CH2:30]2)=[O:16])=[CH:18][CH:19]=1)([CH3:8])[CH3:9])[CH3:2]

Participants

3

Reactant 2

HCID 584844961-(3,5-Dimethylpyridin-2-yl)piperazineHCID 71252297Methyl 4-(1-ethoxycarbonylamino-1-methylethyl)benzoate

Product 1

HCID 71252363(1-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-1-methylethyl)carbamic acid ethyl esterYield 82.2%

Procedure

Using methyl 4-(1-ethoxycarbonylamino-1-methylethyl)benzoate (174 mg) described in Preparation Example 70 and 1-(3,5-dimethylpyridin-2-yl)piperazine (138 mg) described in Preparation Example 79 and by the reaction and treatment in the same manner as in Example 109, the title compound (229 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 79 and by the reaction and treatment in the same manner as in Example 109

Sources & evidence

ORD record
ord-721b5481c02346628812d8e69bb86807
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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