2-Azetidinone → 1-{4-[4-(2,4-Dimethylphenyl)piperazine-1-carbonyl]phenyl}azetidin-2-one

HRID 2411505Notes

Reaction equation

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

Participants

Reactant 2

HCID 1367212-Azetidinone

HCID 58484623(4-Bromophenyl)[4-(2,4-dimethylphenyl)piperazin-1-yl]methanone

Product 1

HCID 712529251-{4-[4-(2,4-Dimethylphenyl)piperazine-1-carbonyl]phenyl}azetidin-2-oneYield 27.5%

Procedure

Using (4-bromophenyl)[4-(2,4-dimethylphenyl)piperazin-1-yl]methanone (747 mg) described in Preparation Example 170 and azetidin-2-one (142 mg) and by the reaction and treatment in the same manner as in Example 1, the title compound (200 mg) was obtained.

Sources & evidence

ORD record: ord-3c61fa808a514873ae074261fc3f4a41
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08816079B2

Reaction notes

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