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

HRID 1291236

반응식

HRID 1291236 반응식
[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]

참가 물질

5

반응물 3

HCID 6362Isopropyl iodideHCID 11430Potassium CarbonateHCID 1354086897-Deazahypoxanthine

생성물 1

HCID 189190403-Isopropyl-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
55 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-8f2a1c06a491442d8d9ac05223c6c2ad
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05753664

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