4,4-Dimethyl-1,3-oxazolidin-2-one → 3-{4-[4-(3,5-Dicyclopropylpyridin-2-yl)piperazine-1-carbonyl]-3-methanesulfonylphenyl}-4,4-dimethyloxazolidin-2-one

HRID 1804237Notes

Reaction equation

HRID 1804237 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[C:21]([CH:22]4[CH2:24][CH2:23]4)=[CH:20][C:19]([CH:25]4[CH2:27][CH2:26]4)=[CH:18][N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[C:4]([S:28]([CH3:31])(=[O:30])=[O:29])[CH:3]=1.[CH3:32][C:33]1([CH3:39])[CH2:37][O:36][C:35](=[O:38])[NH:34]1>>[CH:22]1([C:21]2[C:16]([N:13]3[CH2:14][CH2:15][N:10]([C:8]([C:5]4[CH:6]=[CH:7][C:2]([N:34]5[C:33]([CH3:39])([CH3:32])[CH2:37][O:36][C:35]5=[O:38])=[CH:3][C:4]=4[S:28]([CH3:31])(=[O:30])=[O:29])=[O:9])[CH2:11][CH2:12]3)=[N:17][CH:18]=[C:19]([CH:25]3[CH2:27][CH2:26]3)[CH:20]=2)[CH2:24][CH2:23]1

Participants

3

Reactant 2

HCID 1413154,4-Dimethyl-1,3-oxazolidin-2-oneHCID 58484601(4-Bromo-2-methanesulfonylphenyl)[4-(3,5-dicyclopropylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 673808803-{4-[4-(3,5-Dicyclopropylpyridin-2-yl)piperazine-1-carbonyl]-3-methanesulfonylphenyl}-4,4-dimethyloxazolidin-2-oneYield 17.3%

Procedure

By reaction and treatment in the same manner as in Example 111 and using (4-bromo-2-methanesulfonylphenyl)[4-(3,5-dicyclopropylpyridin-2-yl)piperazin-1-yl]methanone (463 mg) described in Preparation Example 89 and 4,4-dimethyloxazolidin-2-one (106 mg), the title compound (85.6 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 111

Sources & evidence

ORD record
ord-37c04e63363e4cce889e0ce3c19f40de
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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