Isopropyl iodide → 3-Isopropyl-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-one

HRID 1291236

反応式

HRID 1291236 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+].[CH:17](I)([CH3:19])[CH3:18]>CN(C=O)C>[CH: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)([CH3:19])[CH3:18]

参加物

5

反応物 3

HCID 6362Isopropyl iodideHCID 11430Potassium CarbonateHCID 1354086897-Deazahypoxanthine

生成物 1

HCID 189190403-Isopropyl-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-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 isopropyl iodide (1.1 ml) were added and the mixture was stirred at 55° C. for 13 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 (110 mg). 1 H-NMR (CDCl3) δ: 1.48(6H,d,J=7.OHz), 5.31(1H,m), 6.74(1H,dd,J=2.2&3.4Hz), 6.96(1H,dd,J=2.2&3.4Hz), 7.95(1H,s), 9.20(1H,brs).

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-8f2a1c06a491442d8d9ac05223c6c2ad
出典データセット
uspto-grants-1998_05
特許番号
US05753664

関連ノート

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