1-Methylimidazolidin-2-one → N-{2-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]-5-(3-methyl-2-oxoimidazolidin-1-yl)phenyl}-N-methylmethanesulfonamide

HRID 2411944Notes

Reaction equation

HRID 2411944 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([C:14]([N:16]2[CH2:21][CH2:20][N:19]([C:22]3[C:27]([CH3:28])=[CH:26][C:25]([CH3:29])=[CH:24][N:23]=3)[CH2:18][CH2:17]2)=[O:15])=[C:6]([N:8]([CH3:13])[S:9]([CH3:12])(=[O:11])=[O:10])[CH:7]=1.[CH3:30][N:31]1[CH2:35][CH2:34][NH:33][C:32]1=[O:36]>>[CH3:28][C:27]1[C:22]([N:19]2[CH2:20][CH2:21][N:16]([C:14]([C:5]3[CH:4]=[CH:3][C:2]([N:33]4[CH2:34][CH2:35][N:31]([CH3:30])[C:32]4=[O:36])=[CH:7][C:6]=3[N:8]([CH3:13])[S:9]([CH3:12])(=[O:11])=[O:10])=[O:15])[CH2:17][CH2:18]2)=[N:23][CH:24]=[C:25]([CH3:29])[CH:26]=1

Participants

3

Reactant 2

HCID 5676001-Methylimidazolidin-2-oneHCID 71252240N-{5-bromo-2-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-N-methylmethanesulfonamide

Product 1

HCID 71252729N-{2-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]-5-(3-methyl-2-oxoimidazolidin-1-yl)phenyl}-N-methylmethanesulfonamideYield 70.4%

Procedure

Using N-{5-bromo-2-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-N-methylmethanesulfonamide (130 mg) described in Preparation Example 227 and 1-methylimidazolidin-2-one (27 mg) and by the reaction and treatment in the same manner as in Example 536, the title compound (95 mg) was obtained.

Sources & evidence

ORD record
ord-17a34ebd8af64a8d89645ddcf0ae2261
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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