Réaction #62199

Équation de réaction

2- (chloromethyl)quinoline

4-(2-methyl-5-(pyridin-4-yl)oxazol-4-yl)phenol

Cs2CO3

→

title compound

Rendement 40.0%

2-((4-(2-methyl-5-(pyridin-4-yl)oxazol-4-yl)phenoxy)methyl)quinoline

Rendement 40.0%

Solvants

DMF

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGthe mixture was stirred at 85° C. for 12 h
2. 2
   AutreAfter removal of the DMF under vacuum
3. 3
   Autrethe residue was purified by PTLC (1:2 hexane/EtOAc)

Mode opératoire

To a solution of 4-(2-methyl-5-(pyridin-4-yl)oxazol-4-yl)phenol (21 mg, 0.083 mmol) in 2.5 mL of dry DMF was added Cs2CO3 (54 mg, 0.17 mmol). After stirring for 0.5 h, 2- (chloromethyl)quinoline (17.8 mg, 0.100 mmol) was added and the mixture was stirred at 85° C. for 12 h. After removal of the DMF under vacuum, the residue was purified by PTLC (1:2 hexane/EtOAc) to give 13 mg (40%) of the title compound as a pale yellow solid. 1H NMR (400 MHz, CDCl3) δ: 2.54 (s, 3H), 5.41 (s, 2H), 7.06 (m, 2H), 7.41 (m, 2H), 7.53 (m, 3H), 7.68 (d, 1H), 7.80 (t, 1H), 7.83 (d, 1H), 8.05 (d, 1H), 8.20 (d, 1H), 8.53 (m, 2H). MS m/z: 394 [M+1]+.

Source