(4-Bromo-2,6-difluorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone → (S)-[2,6-difluoro-4-(3-isopropyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl][4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone

HRID 2411399Notes

Reaction equation

HRID 2411399 reaction equation
[CH:1]([C@@H:4]1[CH2:8][CH2:7][S:6](=[O:10])(=[O:9])[NH:5]1)([CH3:3])[CH3:2].Br[C:12]1[CH:17]=[C:16]([F:18])[C:15]([C:19]([N:21]2[CH2:26][CH2:25][N:24]([C:27]3[C:32]([CH3:33])=[CH:31][C:30]([CH3:34])=[CH:29][N:28]=3)[CH2:23][CH2:22]2)=[O:20])=[C:14]([F:35])[CH:13]=1>>[F:18][C:16]1[CH:17]=[C:12]([N:5]2[C@H:4]([CH:1]([CH3:3])[CH3:2])[CH2:8][CH2:7][S:6]2(=[O:10])=[O:9])[CH:13]=[C:14]([F:35])[C:15]=1[C:19]([N:21]1[CH2:22][CH2:23][N:24]([C:27]2[C:32]([CH3:33])=[CH:31][C:30]([CH3:34])=[CH:29][N:28]=2)[CH2:25][CH2:26]1)=[O:20]

Participants

3

Reactant 2

HCID 58484761(4-Bromo-2,6-difluorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanoneHCID 86676751(S)-3-isopropylisothiazolidine 1,1-dioxide

Product 1

HCID 71252649(S)-[2,6-difluoro-4-(3-isopropyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl][4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanoneYield 7.3%

Procedure

Using (S)-3-isopropylisothiazolidine 1,1-dioxide (320 mg) described in Preparation Example 6 and (4-bromo-2,6-difluorophenyl) [4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (410 mg) described in Preparation Example 111 and by the reaction and treatment in the same manner as in Example 4, the title compound (36 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 111 and by the reaction and treatment in the same manner as in Example 4

Sources & evidence

ORD record
ord-d6329049d8814c31960322505de43f21
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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