Sodium Thiosulfate → 4-[4-(2-Fluoro-phenyl)-2-oxo-2H-pyrimidin-1-yl]-butyraldehyde

HRID 1514435ノート

反応式

HRID 1514435 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][N:11]([CH2:14][CH2:15][CH2:16][CH2:17][OH:18])[C:10](=[O:19])[N:9]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.[O-]S([O-])(=S)=O.[Na+].[Na+]>C(Cl)Cl>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][N:11]([CH2:14][CH2:15][CH2:16][CH:17]=[O:18])[C:10](=[O:19])[N:9]=1

参加物

5

反応物 3

HCID 24477Sodium ThiosulfateHCID 159087TriacetoxyperiodinaneHCID 592427824-(2-Fluoro-phenyl)-1-(4-hydroxy-butyl)-1H-pyrimidin-2-one

生成物 1

HCID 592428054-[4-(2-Fluoro-phenyl)-2-oxo-2H-pyrimidin-1-yl]-butyraldehyde収率 64%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 4-(2-fluoro-phenyl)-1-(4-hydroxy-butyl)-1H-pyrimidin-2-one (80 mg, 0.30 mmol) in DCM (8 ml), the solution at 0° C., solid Dess Martin periodinane (380 mg, 0.61 mmol) was added portionwise. The mixture was stirred at room temperature for 1 hour. Na2S2O3 was added and the mixture was extracted with DCM; the organic layer was dried (Na2SO4), filtered and evaporated. The crude was purified by flash chromatography with ethyl acetate to give 50 mg of the title compound as a green solid (64% yield).

後処理

  1. extractionthe mixture was extracted with DCM
  2. dry with materialthe organic layer was dried (Na2SO4)
  3. filtrationfiltered
  4. customevaporated
  5. customThe crude was purified by flash chromatography with ethyl acetate

出典と根拠

ORDレコード
ord-1764c00be0d14417a08799e08551746d
出典データセット
uspto-grants-2012_07
特許番号
US08222266B2

反応ノート

読み込み中…