Reaktion #8393

ord-b725349e98b84660a46287b12d70b9d9

Reaktionsgleichung

Nc1ccccn1
2-aminopyridine
Nc1nc(-c2ccco2)c2cnn(CC(=O)O)c2n1
6-amino-4-(2-furyl)-1H-pyrazolo[3,4-d]pyrimidin-1-ylacetic acid
O=C(c1ncc[nH]1)c1ncc[nH]1
carbonyl diimidazole
Nc1nc(-c2ccco2)c2cnn(CC(=O)Nc3ccccn3)c2n1
title compound
Ausbeute 72.4%
Nc1nc(-c2ccco2)c2cnn(CC(=O)Nc3ccccn3)c2n1
6-Amino-4-(2-furyl)-N-(2-pyridyl)-1H-pyrazolo[3,4-d]pyrimidin-1-ylacetamide
Ausbeute 72.4%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturheated to 50° C. for 3 h
  2. 2
    Temperaturcooled
  3. 3
    FiltrationThe resulting white solid was filtered
  4. 4
    workup.ADDITIONtreated with HCl in dioxan (4-M, 1 mL)
  5. 5
    workup.ADDITIONdiluted with diethyl ether
  6. 6
    Filtrationfiltered

Vorschrift

A solution of 6-amino-4-(2-furyl)-1H-pyrazolo[3,4-d]pyrimidin-1-ylacetic acid (200 mg, 0.77 mmol) in DMF (3 mL) was treated with carbonyl diimidazole (125 mg, 0.77 mmol), stirred at room temperature for 2 h, treated with 2-aminopyridine (72 mg, 0.77 mmol), heated to 50° C. for 3 h, cooled and diluted with water. The resulting white solid was filtered, suspended in MeOH, treated with HCl in dioxan (4-M, 1 mL) diluted with diethyl ether and filtered to give the title compound (187 mg, 59%) as a yellow solid.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07087754B2uspto-grants-2006_08