Potassium Carbonate → 2-(2-ethoxyethoxy)-8-methoxy-9-(tetrahydro-2H-pyran-3-ylmethyl)-9H-purin-6-amine

HRID 1011003노트

반응식

HRID 1011003 반응식
FC(F)(F)C(O)=O.[CH2:8]([O:10][CH2:11][CH2:12][O:13][C:14]1[N:22]=[C:21]2[C:17]([N:18]=[C:19]([O:23][CH3:24])[NH:20]2)=[C:16]([NH2:25])[N:15]=1)[CH3:9].C(=O)([O-])[O-].[K+].[K+].CS(O[CH2:37][CH:38]1[CH2:43][CH2:42][CH2:41][O:40][CH2:39]1)(=O)=O>CN(C)C=O.C(OCC)(=O)C>[CH2:8]([O:10][CH2:11][CH2:12][O:13][C:14]1[N:22]=[C:21]2[C:17]([N:18]=[C:19]([O:23][CH3:24])[N:20]2[CH2:37][CH:38]2[CH2:43][CH2:42][CH2:41][O:40][CH2:39]2)=[C:16]([NH2:25])[N:15]=1)[CH3:9]

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 22402475Tetrahydro-2H-pyran-3-ylmethyl methanesulfonateHCID 1784679962-[2-(Ethyloxy)ethyl]oxy-8-(methoxy)-9h-purin-6-amine trifluoroacetic acid salt

생성물 1

HCID 576997302-(2-ethoxyethoxy)-8-methoxy-9-(tetrahydro-2H-pyran-3-ylmethyl)-9H-purin-6-amine

시약·촉매·용매 2

HCID 6228Dimethylformamide용매2회HCID 8857Ethyl Acetate용매

반응 조건

온도
60 °C

실험 절차

To a solution of 2-{[2-(ethyloxy)ethyl]oxy}-8-(methoxy)-9H-purin-6-amine trifluoroacetic acid salt (500 mg) in dry N,N-dimethylformamide (6.0 ml) at room temperature and under nitrogen was added potassium carbonate (0.75 g) in one go. The reaction was stirred at 60° C. for 1.5 hours. A solution of tetrahydro-2H-pyran-3-ylmethyl methanesulfonate (0.29 g) in dry N,N-dimethylformamide (1.0 ml) was added in one go and the reaction heated at 90° C. for 2 hours. The reaction was cooled to room temperature and then diluted with ethyl acetate (20 ml) and washed with water (10 ml). The organic layer was concentrated in vacuo. The product was purified by C18 reverse phase chromatography using water (containing 0.1% formic acid)-acetonitrile (containing 0.05% formic acid) as eluant (10-60%) to afford the title compound as a clear viscous oil that crystallises at room temperature (245 mg).

후처리

  1. temperaturethe reaction heated at 90° C. for 2 hours
  2. temperatureThe reaction was cooled to room temperature
  3. washwashed with water (10 ml)
  4. concentrationThe organic layer was concentrated in vacuo
  5. customThe product was purified by C18 reverse phase chromatography

출처 및 근거

ORD 기록
ord-2f83d060759c421c8f585f124b50449d
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07977344B2

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