5,5-Dimethyloxazolin-2-one → 3-{4-[4-(5-Cyclopropylpyridin-2-yl)piperazine-1-carbonyl]-3-fluorophenyl}-5,5-dimethyloxazolidin-2-one

HRID 1804391Notes

Reaction equation

HRID 1804391 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]([CH:22]4[CH2:24][CH2:23]4)=[CH:18][N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[C:4]([F:25])[CH:3]=1.[CH3:26][C:27]1([CH3:33])[O:31][C:30](=[O:32])[N:29]=[CH:28]1>>[CH:22]1([C:19]2[CH:20]=[CH:21][C:16]([N:13]3[CH2:14][CH2:15][N:10]([C:8]([C:5]4[CH:6]=[CH:7][C:2]([N:29]5[CH2:28][C:27]([CH3:33])([CH3:26])[O:31][C:30]5=[O:32])=[CH:3][C:4]=4[F:25])=[O:9])[CH2:11][CH2:12]3)=[N:17][CH:18]=2)[CH2:24][CH2:23]1

Participants

3

Reactant 2

HCID 214647825,5-Dimethyloxazolin-2-oneHCID 58484657(4-Bromo-2-fluorophenyl)[4-(5-cyclopropylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 584846503-{4-[4-(5-Cyclopropylpyridin-2-yl)piperazine-1-carbonyl]-3-fluorophenyl}-5,5-dimethyloxazolidin-2-oneYield 43.2%

Procedure

By reaction and treatment in the same manner as in Example 110 and using (4-bromo-2-fluorophenyl)[4-(5-cyclopropylpyridin-2-yl)piperazin-1-yl]methanone (606 mg) described in Preparation Example 188 and 5,5-dimethyloxazolin-2-one (207 mg) described in Preparation Example 43, the title compound (284 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 110
  2. customdescribed in Preparation Example 43

Sources & evidence

ORD record
ord-9035ee756bfb496680220b9927b26c74
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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