1-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine → (R)-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl][4-(3-methyl-1,1-dioxo-1lambda6-isothiazolidin-2-ylmethyl)phenyl]methanone

HRID 2411624Notes

Reaction equation

HRID 2411624 reaction equation
[CH3:1][C@@H:2]1[CH2:6][CH2:5][S:4](=[O:8])(=[O:7])[N:3]1[CH2:9][C:10]1[CH:19]=[CH:18][C:13]([C:14]([O:16]C)=O)=[CH:12][CH:11]=1.[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)[CH2:22][CH2:21]1>>[CH:20]1([C:23]2[CH:24]=[C:25]([CH3:35])[C:26]([N:29]3[CH2:30][CH2:31][N:32]([C:14]([C:13]4[CH:12]=[CH:11][C:10]([CH2:9][N:3]5[C@H:2]([CH3:1])[CH2:6][CH2:5][S:4]5(=[O:7])=[O:8])=[CH:19][CH:18]=4)=[O:16])[CH2:33][CH2:34]3)=[N:27][CH:28]=2)[CH2:22][CH2:21]1

Participants

3

Reactant 2

HCID 584847181-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazineHCID 71261169methyl (R)-4-(3-methyl-1,1-dioxo-1lambda6-isothiazolidin-2-ylmethyl)benzoate

Product 1

HCID 71252622(R)-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl][4-(3-methyl-1,1-dioxo-1lambda6-isothiazolidin-2-ylmethyl)phenyl]methanoneYield 79.6%

Procedure

Using methyl (R)-4-(3-methyl-1,1-dioxo-1λ6-isothiazolidin-2-ylmethyl)benzoate (79 mg) described in Preparation Example 42 and 1-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine (61 mg) described in Preparation Example 83 and by the reaction and treatment in the same manner as in Example 109, the title compound (104 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-fb2ffb4be6d745dd953727cee41722fd
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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