Potassium Fluoride → (5S)-5-{[(4-Ethynyl-3,6-dihydropyridin-1(2H)-yl)sulfonyl]methyl}-5-methylimidazolidine-2,4-dione

HRID 1669654ノート

反応式

HRID 1669654 の反応式
[CH3:1][C@:2]1([CH2:9][S:10]([N:13]2[CH2:18][CH:17]=[C:16]([C:19]#[C:20][Si](C)(C)C)[CH2:15][CH2:14]2)(=[O:12])=[O:11])[NH:6][C:5](=[O:7])[NH:4][C:3]1=[O:8].[F-].[K+]>CO>[C:19]([C:16]1[CH2:17][CH2:18][N:13]([S:10]([CH2:9][C@@:2]2([CH3:1])[NH:6][C:5](=[O:7])[NH:4][C:3]2=[O:8])(=[O:12])=[O:11])[CH2:14][CH:15]=1)#[CH:20]

参加物

4

反応物 2

HCID 522689Potassium FluorideHCID 67351634(5S)-5-Methyl-5-({[4-[(trimethylsilyl)ethynyl]-3,6-dihydropyridin-1(2H)-yl]sulfonyl}methyl)imidazolidine-2,4-dione

生成物 1

HCID 86642354(5S)-5-{[(4-Ethynyl-3,6-dihydropyridin-1(2H)-yl)sulfonyl]methyl}-5-methylimidazolidine-2,4-dione収率 101.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

(5S)-5-Methyl-5-({[4-[(trimethylsilyl)ethynyl]-3,6-dihydropyridin-1(2H) -yl]sulfonyl}methyl)imidazolidine-2,4-dione (2.27 g, 6.0 mmol) and potassium fluoride (1.07 g, 18.4 mmol) were stirred overnight at room temperature in methanol (50 mL). The solvent was evaporated off, the residue dissolved in EtOAc, washed with water followed by brine, dried (sodium sulphate) and evaporated. The residue was purified by column chromatography eluting with iso-hexane/EtOAc 1:1 to give a solid product (1.81 g).

後処理

  1. customThe solvent was evaporated off
  2. dissolutionthe residue dissolved in EtOAc
  3. washwashed with water
  4. dry with materialdried (sodium sulphate)
  5. customevaporated
  6. customThe residue was purified by column chromatography
  7. washeluting with iso-hexane/EtOAc 1:1

出典と根拠

ORDレコード
ord-038dc48a57cb45d3b34ee99b05e3fd28
出典データセット
uspto-grants-2011_08
特許番号
US07989620B2

反応ノート

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