Réaction #452420

ord-e5901cfd4f334a00a178ed7c8ae0ff39

Équation de réaction

Nc1cccc(F)c1
3-fluoroaniline
COc1cc2ncnc(Nc3ccc(F)cc3)c2cc1OC
compound 1
COc1cc2ncnc(Nc3ccc(F)cc3)c2cc1OC
4-[(4-Fluorophenyl)amino]-6,7-dimethoxyquinazoline
COc1cc2ncnc(Cl)c2cc1OC
4-chloro-6,7-dimethoxyquinazoline
COc1cc2ncnc(Nc3cccc(F)c3)c2cc1OC
compound 2
Rendement 98.0%
COc1cc2ncnc(Nc3cccc(F)c3)c2cc1OC
4-[(3-Fluorophenyl)amino]-6,7-dimethoxyquinazoline
Rendement 98.0%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

Employing the same method used for compound 1, 4-chloro-6,7-dimethoxyquinazoline (113 mg, 0.5 mmol) and 3-fluoroaniline (48 μL, 0.5 mmol) afforded compound 2 as the hydrochloride salt in 98% yield (166 mg). 1H NMR [((CD3)2SO) δ11.59(s, 1H), 8.85(s, 1H), 8.43(s, 1H), 7.7(m, 1H), 7.6(m,1H), 7.5(m, 1H), 7.4(s, 1H), 7.1(s, 1H), 4.1(s, 3H), 3.96(s, 3H). MS, m/e: 300 (M+), 299 [(M-H)+ ]. Anal. Calcd. for C16H15FClN3O2 : C, 57.14; H, 4.46; N, 12.50. Found: C, 57.09; H, 4.53; N, 12.49.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US06126917uspto-grants-2000_10