1-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine → N-(1-{4-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-1-methylethyl)methanesulfonamide

HRID 2411821Notes

Reaction equation

HRID 2411821 reaction equation
[CH3:1][S:2]([NH:5][C:6]([C:9]1[CH:18]=[CH:17][C:12]([C:13]([O:15]C)=O)=[CH:11][CH:10]=1)([CH3:8])[CH3:7])(=[O:4])=[O:3].[CH:19]1([C:22]2[CH:23]=[C:24]([CH3:34])[C:25]([N:28]3[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)=[N:26][CH:27]=2)[CH2:21][CH2:20]1>>[CH:19]1([C:22]2[CH:23]=[C:24]([CH3:34])[C:25]([N:28]3[CH2:29][CH2:30][N:31]([C:13]([C:12]4[CH:11]=[CH:10][C:9]([C:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])([CH3:7])[CH3:8])=[CH:18][CH:17]=4)=[O:15])[CH2:32][CH2:33]3)=[N:26][CH:27]=2)[CH2:21][CH2:20]1

Participants

3

Reactant 2

HCID 584847181-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazineHCID 71252533Methyl 4-(1-methanesulfonylamino-1-methylethyl)benzoate

Product 1

HCID 71252263N-(1-{4-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-1-methylethyl)methanesulfonamideYield 76.4%

Procedure

Using methyl 4-(1-methanesulfonylamino-1-methylethyl)benzoate (126 mg) described in Preparation Example 71 and 1-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine (101 mg) described in Preparation Example 83 and by the reaction and treatment in the same manner as in Example 109, the title compound (162 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-3f1c9151f37744f3bc99e45f6316ad68
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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