Potassium Carbonate → 3-propyl-7H-pyrrolo[2,3-d]pyrimidin-4-one

HRID 1291237ノート

反応式

HRID 1291237 の反応式
[N:1]1[C:6]2[NH:7][CH:8]=[CH:9][C:5]=2[C:4](=[O:10])[NH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:17](I)[CH2:18][CH3:19]>CN(C=O)C>[CH2:17]([N:3]1[C:4](=[O:10])[C:5]2[CH:9]=[CH:8][NH:7][C:6]=2[N:1]=[CH:2]1)[CH2:18][CH3:19]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 336431-IodopropaneHCID 1354086897-Deazahypoxanthine

生成物 1

HCID 189188723-propyl-7H-pyrrolo[2,3-d]pyrimidin-4-one

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
55 °C

実験手順

Under argon gas, 7H-pyrrolo[2,3-d]pyrimidin-4(3H)-one (1.0 g) was dissolved in DMF (35 ml) with warming. Then, anhydrous potassium carbonate (1.02 g) and propyl iodide (1.08 ml) were added and the mixture was stirred at 55° C. for 20 hours. The insoluble matter was filtered off and the solvent was distilled off under reduced pressure. The residue was purified by flash column chromatography (silica gel; hexane: ethyl acetate=4:1-1:1) to provide the title compound (521 mg). 1H-NMR (CDCl3) 8: 0.96(3H,t,J=7.4Hz), 1.73-1.92(2H,m), 4.01(2H,t,J=7.4Hz), 6.71(1H,dd,J=2.2&3.4Hz), 7.01(1H,dd,J=2.2&3.4Hz), 7.94(1H,s).

後処理

  1. temperaturewith warming
  2. filtrationThe insoluble matter was filtered off
  3. distillationthe solvent was distilled off under reduced pressure
  4. customThe residue was purified by flash column chromatography (silica gel; hexane: ethyl acetate=4:1-1:1)

出典と根拠

ORDレコード
ord-0602a8265fc6462eafa85524db44e262
出典データセット
uspto-grants-1998_05
特許番号
US05753664

反応ノート

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