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Water → HCID 67381022、化合物

HRID 1804268
ノート
印刷プレビュー

反応式

HRID 1804268 の反応式
[O:1]1[CH2:5][CH2:4][NH:3][C:2]1=[O:6].[H-].[Na+].[Br:9][C:10]1[CH:11]=[C:12]([CH3:32])[C:13]([N:16]2[CH2:21][CH2:20][N:19]([C:22]([C:24]3[CH:25]=[N:26][C:27](F)=[CH:28][C:29]=3[CH3:30])=[O:23])[CH2:18][CH2:17]2)=[N:14][CH:15]=1.O>CN(C=O)C>[Br:9][C:10]1[CH:11]=[C:12]([CH3:32])[C:13]([N:16]2[CH2:17][CH2:18][N:19]([C:22]([C:24]3[C:29]([CH3:30])=[CH:28][C:27]([N:3]4[CH2:4][CH2:5][O:1][C:2]4=[O:6])=[N:26][CH:25]=3)=[O:23])[CH2:20][CH2:21]2)=[N:14][CH:15]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 739492-OxazolidinoneHCID 58484740HCID 58484740、化合物

生成物 1

HCID 67381022HCID 67381022、化合物収率 61.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of oxazolidin-2-one (174 mg) in DMF (4 mL) was added sodium hydride (80 mg) at 10° C., and the mixture was stirred for 30 min. Furthermore, [4-(5-bromo-3-methylpyridin-2-yl)piperazin-1-yl](6-fluoro-4-methylpyridin-3-yl)methanone (590 mg) described in Preparation Example 113 was added, and the mixture was stirred at 80° C. for 5 hr. After cooling, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and the solvent was evaporated. The residue was purified by column chromatography (hexane:ethyl acetate) to give 3-{5-[4-(5-bromo-3-methylpyridin-2-yl)piperazine-1-carbonyl]-4-methylpyridin-2-yl}oxazolidin-2-one (423 mg).

後処理

  1. additionwas added
  2. stirringthe mixture was stirred at 80° C. for 5 hr
  3. temperatureAfter cooling
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe organic layer was washed with saturated brine
  6. customthe solvent was evaporated
  7. customThe residue was purified by column chromatography (hexane:ethyl acetate)

出典と根拠

ORDレコード
ord-2cd9cd07fe314d9aac8f2596367c42b2
出典データセット
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08354401B2

反応ノート

読み込み中…

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