(R)-(+)-4-Isopropyl-5,5-dimethyl-2-oxazolidinone → (R)-3-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]-3-methylphenyl}-4-isopropyl-5,5-dimethyloxazolidin-2-one

HRID 1804201Notes

Reaction equation

HRID 1804201 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]([CH3:22])=[CH:20][C:19]([CH3:23])=[CH:18][N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[C:4]([CH3:24])[CH:3]=1.[CH:25]([C@@H:28]1[C:32]([CH3:34])([CH3:33])[O:31][C:30](=[O:35])[NH:29]1)([CH3:27])[CH3:26]>>[CH3:22][C:21]1[C:16]([N:13]2[CH2:14][CH2:15][N:10]([C:8]([C:5]3[CH:6]=[CH:7][C:2]([N:29]4[C@H:28]([CH:25]([CH3:26])[CH3:27])[C:32]([CH3:33])([CH3:34])[O:31][C:30]4=[O:35])=[CH:3][C:4]=3[CH3:24])=[O:9])[CH2:11][CH2:12]2)=[N:17][CH:18]=[C:19]([CH3:23])[CH:20]=1

Participants

3

Reactant 2

HCID 10583042(R)-(+)-4-Isopropyl-5,5-dimethyl-2-oxazolidinoneHCID 58484835(4-Bromo-2-methylphenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 46190177(R)-3-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]-3-methylphenyl}-4-isopropyl-5,5-dimethyloxazolidin-2-oneYield 3.4%

Procedure

By reaction and treatment in the same manner as in Example 1 and using (4-bromo-2-methylphenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (867 mg) described in Preparation Example 67 and (R)-(+)-4-isopropyl-5,5-dimethyloxazolidin-2-one (409 mg), the title compound (35 mg) was obtained.

Workup

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

Sources & evidence

ORD record
ord-700705bbb84a4346b462cd7ed0ffaefd
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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