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

HRID 2411832Notes

Reaction equation

HRID 2411832 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].[CH:20]1([C:23]2[CH:24]=[C:25]([CH3:35])[C:26]([N:29]3[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]3)=[N:27][CH:28]=2)CC1>>[CH2:1]([O:3][C:4](=[O:5])[NH:6][C:7]([C:10]1[CH:11]=[CH:12][C:13]([C:14]([N:32]2[CH2:33][CH2:34][N:29]([C:26]3[C:25]([CH3:35])=[CH:24][C:23]([CH3:20])=[CH:28][N:27]=3)[CH2:30][CH2:31]2)=[O:16])=[CH:18][CH:19]=1)([CH3:8])[CH3:9])[CH3:2]

Participants

3

Reactant 2

HCID 584847181-(5-Cyclopropyl-3-methylpyridin-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 84.4%

Procedure

Using methyl 4-(1-ethoxycarbonylamino-1-methylethyl)benzoate (174 mg) described in Preparation Example 70 and 1-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine (157 mg) described in Preparation Example 83 and by the reaction and treatment in the same manner as in Example 109, the title compound (235 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 83 and by the reaction and treatment in the same manner as in Example 109

Sources & evidence

ORD record
ord-3dc63005760b4cde815bd02ad4a62f0d
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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