Réaction #77818

ord-567aa75c534e4d85afcdf3df29ba4fc5

Équation de réaction

Cl.Cl.Nc1c(F)c(N)c(F)c(F)c1F
Dihydrochloride
COc1cc(-c2ccc(-c3ccc(N)c(OC)c3)o2)ccc1N
diamine
COc1cc(-c2ccc(-c3ccc(N)c(OC)c3)o2)ccc1N
2,5-Bis(4-amino-3-methoxyphenyl)furan
COc1cc(-c2ccc(-c3ccc(N=Nc4ccccn4)c(OC)c3)o2)ccc1N=Nc1ccccn1
2,5-Bis[3-methoxy-4-(2-pyridylimino)aminophenyl]furan
Rendement 70.0%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

2,5-Bis[3-methoxy-4-(2-pyridylimino)aminophenyl]furan (4o, DB746) was prepared according to the procedure for 4f using diamine 3i and S-(2-naphthylmethyl)-2-pyridylthioimidate hydrobromide as starting materials. Free base: yellow crystalline solid, mp 212-213° C. (DMF/H2O). Yield: 70%. 1H NMR (DMSO-d6): 3.82 (s, 6H), 6.89 (d, 2H), 6.98 (s, 2H), 7.38 (m, 4H), 7.54 (dd, 2H), 7.95 (dd, 2H), 8.32 (d, 2H), 8.62 (d, 2H). Dihydrochloride: yellow solid. 1H NMR (DMSO-d6): 3.97 (s, 6H), 7.36 (s, 2H), 7.47 (d, 2H), 7.62 (d, 4H), 7.85 (dd, 2H), 8.20 (d, 2H), 8.45 (d, 2H), 8.89 (d, 2H), 9.37 (br s, 2H), 10.10 (br s, 2H), 11.86 (br s, 2H). Anal. Calcd. for C30H26N6O.2.0HCl.1.0H2O (609.5): C, H, N, Cl.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US06706754B2uspto-grants-2004_03