(R)-3-methylisothiazolidine 1,1-dioxide → (R)-[4-(3,5-dicyclopropylpyridin-2-yl)piperazin-1-yl][2-fluoro-4-(3-methyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]methanone

HRID 2411540Notes

Reaction equation

HRID 2411540 reaction equation
[CH:1]1([C:4]2[C:5]([N:13]3[CH2:18][CH2:17][N:16]([C:19]([C:21]4[CH:26]=[CH:25][C:24](I)=[CH:23][C:22]=4[F:28])=[O:20])[CH2:15][CH2:14]3)=[N:6][CH:7]=[C:8]([CH:10]3[CH2:12][CH2:11]3)[CH:9]=2)[CH2:3][CH2:2]1.[CH3:29][C@@H:30]1[CH2:34][CH2:33][S:32](=[O:36])(=[O:35])[NH:31]1>>[CH:1]1([C:4]2[C:5]([N:13]3[CH2:18][CH2:17][N:16]([C:19]([C:21]4[CH:26]=[CH:25][C:24]([N:31]5[C@H:30]([CH3:29])[CH2:34][CH2:33][S:32]5(=[O:36])=[O:35])=[CH:23][C:22]=4[F:28])=[O:20])[CH2:15][CH2:14]3)=[N:6][CH:7]=[C:8]([CH:10]3[CH2:12][CH2:11]3)[CH:9]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 16664802(R)-3-methylisothiazolidine 1,1-dioxideHCID 71251940HCID 71251940, compound

Product 1

HCID 71251975(R)-[4-(3,5-dicyclopropylpyridin-2-yl)piperazin-1-yl][2-fluoro-4-(3-methyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]methanoneYield 42.2%

Procedure

Using [4-(3,5-dicyclopropylpyridin-2-yl)piperazin-1-yl](2-fluoro-4-iodophenyl)methanone (491 mg) described in Preparation Example 164 and (R)-3-methylisothiazolidine 1,1-dioxide (135 mg) described in Preparation Example 2 and by the reaction and treatment in the same manner as in Example 1, the title compound (210 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 2 and by the reaction and treatment in the same manner as in Example 1

Sources & evidence

ORD record
ord-f9c6eed4b95e44bdaecc451301df3544
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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