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

HRID 1721844ノート

反応式

HRID 1721844 の反応式
[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]

参加物

5

反応物 3

HCID 554142Methyl 9-bromononanoateHCID 5360545SodiumHCID 13851922HCID 13851922、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-96d6df8cdf174eaeb41a244b4d4263ab
出典データセット
uspto-grants-1989_08
特許番号
US04853386

反応ノート

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