Sodium Methoxide → 2-[(2,2-Dimethylpentyl)oxy]-8-methoxy-9-(tetrahydro-2H-pyran-2-yl)-9H-Purin-6-amine

HRID 1010948노트

반응식

HRID 1010948 반응식
Br[C:2]1[N:3]([CH:20]2[CH2:25][CH2:24][CH2:23][CH2:22][O:21]2)[C:4]2[C:9]([N:10]=1)=[C:8]([NH2:11])[N:7]=[C:6]([O:12][CH2:13][C:14]([CH3:19])([CH3:18])[CH2:15][CH2:16][CH3:17])[N:5]=2.[CH3:26][O-:27].[Na+]>CO.[Cl-].[NH4+]>[CH3:18][C:14]([CH3:19])([CH2:15][CH2:16][CH3:17])[CH2:13][O:12][C:6]1[N:5]=[C:4]2[C:9]([N:10]=[C:2]([O:27][CH3:26])[N:3]2[CH:20]2[CH2:25][CH2:24][CH2:23][CH2:22][O:21]2)=[C:8]([NH2:11])[N:7]=1

참가 물질

5

반응물 2

HCID 10942334Sodium MethoxideHCID 576997978-Bromo-2-[(2,2-dimethylpentyl)oxy]-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine

생성물 1

HCID 576996322-[(2,2-Dimethylpentyl)oxy]-8-methoxy-9-(tetrahydro-2H-pyran-2-yl)-9H-Purin-6-amine

시약·촉매·용매 2

HCID 887Methanol용매HCID 25517Ammonium Chloride용매

실험 절차

To a solution of 8-bromo-2-[(2,2-dimethylpentyl)oxy]-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine (475 mg) in dry MeOH (3.92 mL) was added sodium methoxide solution (0.649 mL, 30% wt. in MeOH). The reaction mixture was stirred at reflux for 5 h. The reaction was cooled and concentrated in vacuo to give an orange residue. The residue was taken up in saturated ammonium chloride solution (25 mL) and was extracted with EtOAc (25 mL). The organic layer was separated and washed with water (15 mL). The organics were separated, dried over MgSO4, filtered and concentrated in vacuo to give the title compound as an orange solid (323 mg).

후처리

  1. temperatureat reflux for 5 h
  2. temperatureThe reaction was cooled
  3. concentrationconcentrated in vacuo
  4. customto give an orange residue
  5. extractionwas extracted with EtOAc (25 mL)
  6. customThe organic layer was separated
  7. washwashed with water (15 mL)
  8. customThe organics were separated
  9. dry with materialdried over MgSO4
  10. filtrationfiltered
  11. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-62bc22b463404924b496d5dfea99449c
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07977344B2

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