1,3-Propanesultam → 1-[2-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]-5-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]-3-methylimidazolidin-2-one

HRID 2412006Notes

Reaction equation

HRID 2412006 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]([C:15]([N:17]2[CH2:22][CH2:21][N:20]([C:23]3[C:28]([CH3:29])=[CH:27][C:26]([CH3:30])=[CH:25][N:24]=3)[CH2:19][CH2:18]2)=[O:16])=[C:6]([N:8]2[CH2:12][CH2:11][N:10]([CH3:13])[C:9]2=[O:14])[CH:7]=1.[S:31]1(=[O:37])(=[O:36])[CH2:35][CH2:34][CH2:33][NH:32]1>>[CH3:29][C:28]1[C:23]([N:20]2[CH2:21][CH2:22][N:17]([C:15]([C:5]3[CH:4]=[CH:3][C:2]([N:32]4[CH2:33][CH2:34][CH2:35][S:31]4(=[O:37])=[O:36])=[CH:7][C:6]=3[N:8]3[CH2:12][CH2:11][N:10]([CH3:13])[C:9]3=[O:14])=[O:16])[CH2:18][CH2:19]2)=[N:24][CH:25]=[C:26]([CH3:30])[CH:27]=1

Participants

3

Reactant 2

HCID 6421571,3-PropanesultamHCID 584848021-{5-Chloro-2-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-3-methylimidazolidin-2-one

Product 1

HCID 712530111-[2-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]-5-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]-3-methylimidazolidin-2-oneYield 44.2%

Procedure

Using 1-{5-chloro-2-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-3-methylimidazolidin-2-one (85 mg) described in Preparation Example 241 and isothiazolidine 1,1-dioxide (36 mg) and by the reaction and treatment in the same manner as in Example 666, the title compound (45 mg) was obtained.

Sources & evidence

ORD record
ord-b4cb8f3de6514a8d90525617592095fd
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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