Ethyl Acetate → HCID 58994234、化合物

HRID 12664ノート

反応式

HRID 12664 の反応式
[OH:1][CH2:2][CH2:3][CH2:4][N:5]1[CH:10]=[C:9]([C:11]2[S:12][CH:13]=[CH:14][C:15]=2[CH3:16])[C:8](=[O:17])[NH:7][C:6]1=[O:18].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.C(OCC)(=O)C>C1COCC1>[CH3:16][C:15]1[CH:14]=[CH:13][S:12][C:11]=1[C:9]1[C:8](=[O:17])[NH:7][C:6](=[O:18])[N:5]([CH2:4][CH2:3][CH:2]=[O:1])[CH:10]=1

参加物

5

反応物 3

HCID 8857Ethyl AcetateHCID 159087TriacetoxyperiodinaneHCID 589941881-(3-Hydroxypropyl)-5-(3-methylthiophen-2-yl)pyrimidine-2,4(1H,3H)-dione

生成物 1

HCID 58994234HCID 58994234、化合物収率 50%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

1-(3-Hydroxy-propyl)-5-(3-methyl-thiophen-2-yl)-1H-pyrimidine-2,4-dione (Prep 28.36 mg, 0.13 mmol) was dissolved in dry THF (5 mL), the solution was cooled to 0° C. and then Dess-Martin periodinane (97 mg, 0.22 mmol) was added under nitrogen. The mixture was stirred at room temperature for 1.5 hours. Ethyl acetate was added and the solution was washed with aqueous saturated NaHCO3 solution. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography with ethyl acetate-petroleum ether (7-3) to give 17 mg of the title compound (50% yield).

後処理

  1. washthe solution was washed with aqueous saturated NaHCO3 solution
  2. dry with materialThe organic phase was dried (Na2SO4)
  3. customevaporated
  4. customThe crude was purified by flash chromatography with ethyl acetate-petroleum ether (7-3)

出典と根拠

ORDレコード
ord-6cb627a6ee604040bc5f5bdbf9aeff00
出典データセット
uspto-grants-2010_06
特許番号
US07727988B2

反応ノート

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