Methyl 9-bromononanoate → 6-(N-Allyl-N-cyclohexylamino)-9-(8-methoxycarbonyloctyl)-purine

HRID 1721844

반응식

HRID 1721844 반응식
[Na].[CH2:2]([N:5]([C:12]1[N:20]=[CH:19][N:18]=[C:17]2[C:13]=1[NH:14][CH:15]=[N:16]2)[CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)[CH:3]=[CH2:4].Br[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][C:30]([O:32][CH3:33])=[O:31]>CC(O)C>[CH2:2]([N:5]([C:12]1[N:20]=[CH:19][N:18]=[C:17]2[C:13]=1[N:14]=[CH:15][N:16]2[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][C:30]([O:32][CH3:33])=[O:31])[CH:6]1[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]1)[CH:3]=[CH2:4]

참가 물질

5

반응물 3

HCID 554142Methyl 9-bromononanoateHCID 5360545SodiumHCID 13851922HCID 13851922, 화합물

생성물 1

HCID 200299766-(N-Allyl-N-cyclohexylamino)-9-(8-methoxycarbonyloctyl)-purine수율 37%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

To a solution of 0.7 g. (30 mmole) sodium in 100 ml. propan-2-ol are added 7.7 g. (30 mmole) 6-(N-allyl-N-cyclohexylamino)-purine (compound of Example 8 j), the reaction mixture is heated to 40° C. for 10 minutes, 7.5 g. (30 mmole) methyl 9-bromononanoate are added thereto, the reaction mixture is heated under reflux for 16 hours and evaporated and the residue is taken up in water, extracted with dichloromethane, dried and evaporated. After chromatography on silica gel (elution agent: dichloromethane/methanol 95:5 v/v), there are obtained 4.8 g. of the title compound (37% of theory) in the form of an oil.

후처리

  1. temperaturethe reaction mixture is heated
  2. temperatureunder reflux for 16 hours
  3. customevaporated
  4. extractionextracted with dichloromethane
  5. customdried
  6. customevaporated
  7. customAfter chromatography on silica gel (elution agent: dichloromethane/methanol 95:5 v/v), there are obtained 4.8 g

출처 및 근거

ORD 기록
ord-96d6df8cdf174eaeb41a244b4d4263ab
출처 데이터셋
uspto-grants-1989_08
특허 번호
US04853386

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