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Sodium Methoxide → 2-[(1-Methylethyl)oxy]-8-(methyloxy)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine

HRID 1044943
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HRID 1044943 반응식
Br[C:2]1[N:3]([CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][O:17]2)[C:4]2[C:9]([N:10]=1)=[C:8]([NH2:11])[N:7]=[C:6]([O:12][CH:13]([CH3:15])[CH3:14])[N:5]=2.[CH3:22][O-:23].[Na+]>CO>[CH3:14][CH:13]([O:12][C:6]1[N:5]=[C:4]2[C:9]([N:10]=[C:2]([O:23][CH3:22])[N:3]2[CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][O:17]2)=[C:8]([NH2:11])[N:7]=1)[CH3:15]
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참가 물질

4

반응물 2

HCID 10942334Sodium MethoxideHCID 592526068-Bromo-2-[(1-methylethyl)oxy]-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine

생성물 1

HCID 592525842-[(1-Methylethyl)oxy]-8-(methyloxy)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine

시약·촉매·용매 1

HCID 887Methanol용매

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온도
50 °C

실험 절차

To a stirred suspension of 8-bromo-2-[(1-methylethyl)oxy]-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine (690 mg, 1.937 mmol) in methanol (15 ml) was added sodium methoxide (30% wt/v solution in methanol, 2.4 ml) and the reaction mixture heated at 50° C. for 2 hours. The reaction mixture was then heated to 70° C. and stirred for 2.5 hours. The solvent was evaporated and the residue partioned between saturated aqueous ammonium chloride solution (15 ml) and ethyl acetate (20 mL). The layers were separated, the aqueous phase was extracted with additional ethyl acetate (2×10 mL) and the organic extracts were combined, dried by passage through a hydrophobic frit and evaporated to give the title compound as a yellow solid (573 mg).

후처리

  1. temperatureThe reaction mixture was then heated to 70° C.
  2. customThe solvent was evaporated
  3. customThe layers were separated
  4. extractionthe aqueous phase was extracted with additional ethyl acetate (2×10 mL)
  5. customdried by passage through a hydrophobic frit
  6. customevaporated

출처 및 근거

ORD 기록
ord-1ef222a3d70e4373a0afc7cbe761532f
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08563717B2

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