(S)-3-benzyloxymethylisothiazolidine 1,1-dioxide → (S)-[4-(3-benzyloxymethyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)-2,6-difluorophenyl][4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone

HRID 2411417Notes

Reaction equation

HRID 2411417 reaction equation
[CH2:1]([O:8][CH2:9][C@@H:10]1[CH2:14][CH2:13][S:12](=[O:16])(=[O:15])[NH:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[C:18]1[CH:23]=[C:22]([F:24])[C:21]([C:25]([N:27]2[CH2:32][CH2:31][N:30]([C:33]3[C:38]([CH3:39])=[CH:37][C:36]([CH3:40])=[CH:35][N:34]=3)[CH2:29][CH2:28]2)=[O:26])=[C:20]([F:41])[CH:19]=1>>[CH2:1]([O:8][CH2:9][C@@H:10]1[CH2:14][CH2:13][S:12](=[O:16])(=[O:15])[N:11]1[C:18]1[CH:19]=[C:20]([F:41])[C:21]([C:25]([N:27]2[CH2:32][CH2:31][N:30]([C:33]3[C:38]([CH3:39])=[CH:37][C:36]([CH3:40])=[CH:35][N:34]=3)[CH2:29][CH2:28]2)=[O:26])=[C:22]([F:24])[CH:23]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 16664117(S)-3-benzyloxymethylisothiazolidine 1,1-dioxideHCID 58484761(4-Bromo-2,6-difluorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 71252187(S)-[4-(3-benzyloxymethyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)-2,6-difluorophenyl][4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanoneYield 60%

Procedure

Using (S)-3-benzyloxymethylisothiazolidine 1,1-dioxide (536 mg) described in Preparation Example 1 and (4-bromo-2,6-difluorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (911 mg) described in Preparation Example 111 and by the reaction and treatment in the same manner as in Example 4, the title compound (760 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-1ec1c69624f24aaa9a35ceee51a674ea
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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