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Dimethylformamide → 2-Butoxy-8-methoxy-9-(tetrahydrofuran-3-ylmethyl)-9H-purin-6-amine

HRID 1010997
ノート
印刷プレビュー

反応式

HRID 1010997 の反応式
F[C:2](F)(F)[C:3](O)=O.C(N[C:13]1[N:21]=[C:20]2[C:16]([N:17]=[C:18]([O:22][CH3:23])[NH:19]2)=[C:15]([NH2:24])[N:14]=1)CCC.[C:25](=[O:28])([O-])[O-].[K+].[K+].CS(O[CH2:36][CH:37]1[CH2:41][CH2:40][O:39][CH2:38]1)(=O)=O.[CH3:42]N(C)C=O>>[CH2:25]([O:28][C:13]1[N:21]=[C:20]2[C:16]([N:17]=[C:18]([O:22][CH3:23])[N:19]2[CH2:36][CH:37]2[CH2:41][CH2:40][O:39][CH2:38]2)=[C:15]([NH2:24])[N:14]=1)[CH2:42][CH2:2][CH3:3]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 22273010(Tetrahydrofuran-3-yl)methyl methanesulfonateHCID 178448879HCID 178448879、化合物

生成物 1

HCID 576996032-Butoxy-8-methoxy-9-(tetrahydrofuran-3-ylmethyl)-9H-purin-6-amine

反応条件

温度
60 °C

実験手順

A stirring mixture of N2-butyl-8-methoxy-9H-purine-2,6-diamine trifluoroacetic acid salt (3.25 gm) and potassium carbonate (3.83 gm) in dry N,N-dimethylformamide (30 ml) was heated with stirring at 60° C. for 1 h. Tetrahydro-3-furanylmethyl methanesulfonate (2 gm, Isomer 2) was added and the stirring mixture heated at 90° C. for 3 h. The solvent was evaporated, water was added and the mixture extracted three times with ethyl acetate. The combined extracts were washed with water then brine, dried by passing through a hydrophobic frit and stripped to give an orange solid. This was purified by C18 reverse phase chromatography using water (0.1% formic acid)-acetonitrile (0.05% formic acid) as eluent (20-60%) and the appropriate fractions combined and evaporated to give the title compound as a light orange solid, yield 2.2 gm.

後処理

  1. temperaturewas heated
  2. temperaturethe stirring mixture heated at 90° C. for 3 h
  3. customThe solvent was evaporated
  4. additionwater was added
  5. extractionthe mixture extracted three times with ethyl acetate
  6. washThe combined extracts were washed with water
  7. dry with materialbrine, dried
  8. customto give an orange solid
  9. customThis was purified by C18 reverse phase chromatography
  10. customevaporated

出典と根拠

ORDレコード
ord-0041124f78164bf3af8c58033bf14dad
出典データセット
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07977344B2

反応ノート

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