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

HRID 1669654노트

반응식

HRID 1669654 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

(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).

후처리

  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

출처 및 근거

ORD 기록
ord-038dc48a57cb45d3b34ee99b05e3fd28
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989620B2

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