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Sodium Cyanide → 3-(4-cyano-5-ethylsulfonylamino-2-fluorophenyl)-1-methyl-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione

HRID 2270424
ノート
印刷プレビュー

反応式

HRID 2270424 の反応式
Br[C:2]1[C:7]([NH:8][S:9]([CH2:12][CH3:13])(=[O:11])=[O:10])=[CH:6][C:5]([N:14]2[C:19](=[O:20])[CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[N:16]([CH3:25])[C:15]2=[O:26])=[C:4]([F:27])[CH:3]=1.[H-].[Na+].[C-:30]#[N:31].[Na+]>C(C1C=CC(C)=NC=1)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.[Cl-].[Zn+2].[Cl-]>[C:30]([C:2]1[C:7]([NH:8][S:9]([CH2:12][CH3:13])(=[O:11])=[O:10])=[CH:6][C:5]([N:14]2[C:19](=[O:20])[CH:18]=[C:17]([C:21]([F:22])([F:23])[F:24])[N:16]([CH3:25])[C:15]2=[O:26])=[C:4]([F:27])[CH:3]=1)#[N:31]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 8929Sodium CyanideHCID 24758Sodium hydrideHCID 108744063-(4-bromo-5-ethylsulfonylamino-2-fluorophenyl)-1-methyl-6-trifluoromethyl-2,4(1H,3H)pyrimidinedione

生成物 1

HCID 110910773-(4-cyano-5-ethylsulfonylamino-2-fluorophenyl)-1-methyl-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione収率 61%

試薬・触媒・溶媒 3

HCID 167845
palladium(II) acetate
触媒
HCID 3007855Zincchloride触媒
HCID 77285-Ethyl-2-methylpyridine溶媒

実験手順

0.5 g (1.0 mmol) of 3-(4-bromo-5-ethylsulfonylamino-2-fluorophenyl)-1-methyl-6-trifluoromethyl-2,4(1H,3H)pyrimidinedione was dissolved in 10 ml of 5-ethyl-2-picoline, to which 0.04 g of sodium hydride was added under cooling with ice, and the mixture was stirred for 5 minutes. Next, 0.04 g of palladium acetate and 0.16 g of 1,4-bis(diphenylphosphino)ethane were added to the mixture, which was then stirred at 90° C. under an argon atmosphere for 1 hour. After the mixture was allowed to cool, 0.03 g of zinc chloride and 0.06 g of sodium cyanide were added to the mixture, which was then stirred for further 4 hours. After the reaction was completed, 61% of the title compound was detected as the relative area value in liquid chromatography.

後処理

  1. additionwas added
  2. temperatureunder cooling with ice
  3. stirringwas then stirred at 90° C. under an argon atmosphere for 1 hour
  4. temperatureto cool
  5. stirringwas then stirred for further 4 hours

出典と根拠

ORDレコード
ord-56dd350c881546f7be1482cb9ad25335
出典データセット
uspto-grants-2001_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06331628B1

反応ノート

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