Réaction #8390

ord-19386fb71a8a42e88e53d7414f52c0a1

Équation de réaction

[Na+].[OH-]
NaOH
Nc1nc(-c2ccco2)c2cnn(Cc3cccc([N+](=O)[O-])c3)c2n1
4-(2-furyl)-1-(3-nitrobenzyl)-1H-pyrazolo[3,4-d]pyrimidine-6-amine
O.O.[Cl][Sn][Cl]
SnCl2.2H2O
Nc1cccc(Cn2ncc3c(-c4ccco4)nc(N)nc32)c1
title compound
Rendement 115.9%
Nc1cccc(Cn2ncc3c(-c4ccco4)nc(N)nc32)c1
1-(3-Aminobenzyl)-4-(2-furyl)-1H-pyrazolo[3,4-d]pyrimidine-6-amine
Rendement 115.9%

Solvants

Conditions de réaction

Température
50°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurethen heated at 70° C. for 2 h
  2. 2
    TempératureThe reaction mixture was cooled
  3. 3
    Filtrationfiltered
  4. 4
    workup.ADDITIONtreated with HCl in dioxan (4-M, 2 mL)
  5. 5
    workup.ADDITIONdiluted with diethyl ether
  6. 6
    Filtrationfiltered

Mode opératoire

A suspension of 4-(2-furyl)-1-(3-nitrobenzyl)-1H-pyrazolo[3,4-d]pyrimidine-6-amine (396 mg, 1.18 mmol) in EtOH (5 mL) was heated to 50° C., treated with a solution of SnCl2.2H2O (798 mg, 3.54 mmol) in conc. HCl (1.8 mL), stirred at 50° C. for 2 h then heated at 70° C. for 2 h. The reaction mixture was cooled, basified (5-M NaOH) filtered and the resulting solid suspended in MeOH, treated with HCl in dioxan (4-M, 2 mL), diluted with diethyl ether and filtered to give the title compound (419 mg, 94%) as a yellow solid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07087754B2uspto-grants-2006_08