Benzyl Chloride → 2-Amino-5-dibenzylaminomethylpyrrolo[2,3-d]pyrimidin-4-one

HRID 1903314Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1903314
[NH2:1][C:2]1[N:7]=[C:6]2[N:8]=[CH:9][C:10]([CH2:11][NH:12][CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[C:5]2[C:4](=[O:20])[N:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:27](Cl)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>CO.[I-].[Na+]>[NH2:1][C:2]1[N:7]=[C:6]2[N:8]=[CH:9][C:10]([CH2:11][N:12]([CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[C:5]2[C:4](=[O:20])[N:3]=1

Komponenten

6

Edukt 3

HCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 204685402-Amino-5-benzylaminomethylpyrrolo[2,3-d]pyrimidin-4-one

Produkt 1

HCID 202463722-Amino-5-dibenzylaminomethylpyrrolo[2,3-d]pyrimidin-4-oneAusbeute 24,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 5238Sodium IodideKatalysatorHCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

In 30 ml of methanol was dissolved 172 mg of 2-amino-5-benzylaminomethylpyrrolo[2,3-d]pyrimidin-4-one (the compound of Example 4), followed by addition of 90 mg of anhydrous potassium carbonate, 2 mg of sodium iodide and 81 mg of benzyl chloride. The mixture was stirred on a water bath at 60° C. for 4 hrs. The solvent was then distilled off and the residue was purified by silica gel column chromatography to give 57 mg of the desired compound.

Aufarbeitung

  1. distillationThe solvent was then distilled off
  2. customthe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-502030615bf548bc96bcac359d882794
Quelldatensatz
uspto-grants-1984_03
Patentnummer
US04435569

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