Water → 6-(furan-2-yl)-9H-purin-2-amine

HRID 271256

Reaktionsgleichung

Reaktionsgleichung von HRID 271256
COC1C=C(C=CC=1OC)C[NH:7][C:8]1[NH:9][C:10]([C:17]2[O:18][CH:19]=[CH:20][CH:21]=2)=[C:11]2[C:15]([N:16]=1)=[N:14][CH:13]=[N:12]2.O>C(O)(C(F)(F)F)=O>[O:18]1[CH:19]=[CH:20][CH:21]=[C:17]1[C:10]1[NH:9][C:8]([NH2:7])=[N:16][C:15]2[C:11]=1[N:12]=[CH:13][N:14]=2

Komponenten

4

Edukt 2

HCID 962WaterHCID 178490976HCID 178490976, Verbindung

Produkt 1

HCID 1785082476-(furan-2-yl)-9H-purin-2-amineAusbeute 67,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

A solution of N-(3,4-dimethoxybenzyl)-6-(2-furyl)-1H-purine-2-amine (194 mg, 0.55 mmol) in TFA (1 mL) was heated at 60° C. for 30 min, poured into water, extracted with EtOAc and the combined organic phase was dried (MgSO4), concentrated in vacuo and purified by chromatography (SiO2; 5% MeOH in EtOAc). The resulting yellow solid was dissolved in MeOH, treated with HCl (1-M in Et2O) and filtered to give the title compound (75 mg, 57%) as a yellow solid.

Aufarbeitung

  1. extractionextracted with EtOAc
  2. dry with materialthe combined organic phase was dried (MgSO4)
  3. concentrationconcentrated in vacuo
  4. custompurified by chromatography (SiO2; 5% MeOH in EtOAc)
  5. dissolutionThe resulting yellow solid was dissolved in MeOH
  6. additiontreated with HCl (1-M in Et2O)
  7. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-cfb7ae7a87c14cc4bdd2c3575aa927f3
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07452894B2

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