1,3-Propanesultam → 2-[4-[6-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)pyridine-3-carbonyl]piperazin-1-yl]-5-methylnicotinonitrile

HRID 2411631Notes

Reaction equation

HRID 2411631 reaction equation
Br[C:2]1[N:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[N:23]=[CH:22][C:21]([CH3:24])=[CH:20][C:17]=3[C:18]#[N:19])[CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.[S:25]1(=[O:31])(=[O:30])[CH2:29][CH2:28][CH2:27][NH:26]1>>[O:30]=[S:25]1(=[O:31])[CH2:29][CH2:28][CH2:27][N:26]1[C:2]1[N:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[N:23]=[CH:22][C:21]([CH3:24])=[CH:20][C:17]=3[C:18]#[N:19])[CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 6421571,3-PropanesultamHCID 866767642-[4-(6-Bromopyridine-3-carbonyl)piperazin-1-yl]-5-methylnicotinonitrile

Product 1

HCID 712520932-[4-[6-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)pyridine-3-carbonyl]piperazin-1-yl]-5-methylnicotinonitrileYield 68.8%

Procedure

Using 2-[4-(6-bromopyridine-3-carbonyl)piperazin-1-yl]-5-methylnicotinonitrile (150 mg) described in Preparation Example 184 and isothiazolidine 1,1-dioxide (71 mg) and by the reaction and treatment in the same manner as in Example 1, the title compound (114 mg) was obtained.

Sources & evidence

ORD record
ord-d4b8ffd1c08543398996c89ba1dc4fc2
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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