Water → 8-Bromo-2-(cyclohexyloxy)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine

HRID 562763

反応式

HRID 562763 の反応式
[Br:1]N1C(=O)CCC1=O.[CH:9]1([O:15][C:16]2[N:24]=[C:23]3[C:19]([N:20]=[CH:21][N:22]3[CH:25]3[CH2:30][CH2:29][CH2:28][CH2:27][O:26]3)=[C:18]([NH2:31])[N:17]=2)[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1.O>C(Cl)(Cl)Cl>[Br:1][C:21]1[N:22]([CH:25]2[CH2:30][CH2:29][CH2:28][CH2:27][O:26]2)[C:23]2[C:19]([N:20]=1)=[C:18]([NH2:31])[N:17]=[C:16]([O:15][CH:9]1[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]1)[N:24]=2

参加物

5

反応物 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 592525752-(Cyclohexyloxy)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine

生成物 1

HCID 592526578-Bromo-2-(cyclohexyloxy)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine収率 79.5%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

N-Bromosuccinimide (0.214 g, 1.2 mmol) was added to a stirred solution of 2-(cyclohexyloxy)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine (0.254 g, 0.80 mmol) in chloroform (5 ml) at 0° C. The resultant mixture was stirred at 0° C. for 1.5 hours and then warmed to room temperature and stirred for a further 2 hours. Water (5 ml) was added and the phases separated using a hydrophobic frit. The organic phase was evaporated and the residue dissolved in dichloromethane and purified on a 70 g aminopropyl (NH2) cartridge eluting with a 0-100% ethyl acetate in cyclohexane gradient over 40 mins. The appropriate fractions were combined and evaporated in vacuo to give the title compound as a white solid (0.252 g).

後処理

  1. customthe phases separated
  2. customThe organic phase was evaporated
  3. dissolutionthe residue dissolved in dichloromethane
  4. custompurified on a 70 g aminopropyl (NH2) cartridge
  5. washeluting with a 0-100% ethyl acetate in cyclohexane gradient over 40 mins
  6. customevaporated in vacuo

出典と根拠

ORDレコード
ord-1622cb2406e8427c9d8b5b881c1f9053
出典データセット
uspto-grants-2011_11
特許番号
US08067426B2

関連ノート

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