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

HRID 2411425Notes

Reaction equation

HRID 2411425 reaction equation
[CH3:1][C@H:2]1[CH2:6][S:5](=[O:8])(=[O:7])[NH:4][CH2:3]1.[CH:9]1([C:12]2[CH:13]=[C:14]([CH3:33])[C:15]([N:18]3[CH2:23][CH2:22][N:21]([C:24]([C:26]4[CH:31]=[CH:30][C:29](I)=[CH:28][CH:27]=4)=[O:25])[CH2:20][CH2:19]3)=[N:16][CH:17]=2)[CH2:11][CH2:10]1>>[CH:9]1([C:12]2[CH:13]=[C:14]([CH3:33])[C:15]([N:18]3[CH2:23][CH2:22][N:21]([C:24]([C:26]4[CH:31]=[CH:30][C:29]([N:4]5[CH2:3][C@@H:2]([CH3:1])[CH2:6][S:5]5(=[O:8])=[O:7])=[CH:28][CH:27]=4)=[O:25])[CH2:20][CH2:19]3)=[N:16][CH:17]=2)[CH2:10][CH2:11]1

Participants

3

Reactant 2

HCID 58484841[4-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl](4-iodophenyl)methanoneHCID 86676775(R)-4-methylisothiazolidine 1,1-dioxide

Product 1

HCID 71252585(R)-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl][4-(4-methyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]methanoneYield 34.4%

Procedure

Using (R)-4-methylisothiazolidine 1,1-dioxide (91 mg) described in Preparation Example 7 and [4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl](4-iodophenyl)methanone (200 mg) described in Preparation Example 117 and by the reaction and treatment in the same manner as in Example 1, the title compound (70 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 117 and by the reaction and treatment in the same manner as in Example 1

Sources & evidence

ORD record
ord-066e3cbcf34b47d899e1a6f5ddf65daa
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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