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Methanol → 1-Azabicyclo[2.2.2]octan-3-ol, 3-(3-methoxypyrazinyl)-

HRID 1646930
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HRID 1646930 반응식
Cl[C:2]1[C:3]([C:8]2([OH:16])[CH:13]3[CH2:14][CH2:15][N:10]([CH2:11][CH2:12]3)[CH2:9]2)=[N:4][CH:5]=[CH:6][N:7]=1.[CH3:17][OH:18]>>[CH3:17][O:18][C:2]1[C:3]([C:8]2([OH:16])[CH:13]3[CH2:14][CH2:15][N:10]([CH2:11][CH2:12]3)[CH2:9]2)=[N:4][CH:5]=[CH:6][N:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 887MethanolHCID 103318403-(3-Chloropyrazinyl)-1-azabicyclo[2.2.2]octan-3-ol

생성물 1

HCID 103540531-Azabicyclo[2.2.2]octan-3-ol, 3-(3-methoxypyrazinyl)-

실험 절차

To a solution of 40 ml of methanol that had reacted with 0.5 g of Na (0.022 mol) was added 0.5 g of (7) (0.0021 mol). The reaction was heated to reflux for 1 h followed by evaporation of the solvent. The residue was treated with ice-water and extracted 3× with 25 ml of CH2Cl2. The extracts were dried and evaporated to give a yellow solid that was recrystallized from ethyl acetate to give (8), 0.12 g, mp 130°-131° C. NMR ppm (CDCl3) 1.15 (1H, m), 1.45 (2H, m), 2.25 (1H, m), 2.38 (1H, m), 2.7-3.15 (5H, m), 3.9 (1H, bs), 4.05 (3H, s), 4.3 (1H, d), 8.05 (1H, d), 8.15 (1H, d). Anal. C12H17N3O2 requires C: 61.26; H: 7.28; N: 17.86%. Found C: 61.02; H: 7.45; N: 17.95%.

후처리

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 1 h
  • customfollowed by evaporation of the solvent
  • additionThe residue was treated with ice-water
  • extractionextracted 3× with 25 ml of CH2Cl2
  • customThe extracts were dried
  • customevaporated
  • customto give a yellow solid
  • customthat was recrystallized from ethyl acetate
  • 출처 및 근거

    ORD 기록
    ord-b0aee7f0c0df49878816efd4235e738e
    출처 데이터셋
    uspto-grants-1993_01
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US05182283

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