Réaction #79062

ord-9df614f5da23401fa07263347eb122d1

Équation de réaction

CSc1ncnc2cc(N)ncc12
7-amino-4-methylthiopyrido[4,3-d]pyrimidine
Nc1cccc(O)c1
3-aminophenol
Nc1cc2ncnc(Nc3cccc(O)c3)c2cn1
7-amino-4-(3-hydroxyanilino)pyrido[4,3-d]pyrimidine
Rendement 27.3%

Conditions de réaction

Température
160°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe resulting product is chromatographed over silica gel (9% MeOH/CH2Cl2)

Mode opératoire

A mixture of 7-amino-4-methylthiopyrido[4,3-d]pyrimidine (299 mg, 1.56 mmole) and 3-aminophenol (1.60 g, 14.7 mmole) is stirred at 160° C. for 15 min. The resulting product is chromatographed over silica gel (9% MeOH/CH2Cl2) to give 7-amino-4-(3-hydroxyanilino)pyrido[4,3-d]pyrimidine (108 mg, 18%) as a pale orange solid. 1H NMR (DMSO) δ 9.69 (1H, brs), 9.44 (1H, brs), 9.33 (1H, s), 8.38 (1H, s), 7.37 (1H, t, J=2.1 Hz), 7.21 (1H, brd, J=8.4 Hz), 7.14 (1H, t, J=8.0 Hz), 6.59 (2H, brs), 6.53 (1H, ddd, J=7.9, 2.2, 0.8 Hz), 6.43 (1H, s).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US06713484B2uspto-grants-2004_03