Potassium Carbonate → 3-(2-(7-Bromoquinolin-2-yl)-ethynyl)phenol
Reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([C:12]#[C:13][C:14]3[CH:15]=[C:16]([CH:22]=[CH:23][CH:24]=3)[O:17]CC([O-])=O)=[N:9]2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+]>C1COCC1.CO>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([C:12]#[C:13][C:14]3[CH:15]=[C:16]([OH:17])[CH:22]=[CH:23][CH:24]=3)=[N:9]2)=[CH:4][CH:3]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of the acetate from Step 2 (550 mg) in THF (5 mL) and methanol (5 mL) was added milled potassium carbonate (414 mg) and the mixture stirred at room temperature for 2.5 hours. The mixture was poured into pH 7 buffer solution and extracted with ethyl acetate. The organic layer was dried, filtered and filtrate evaporated to afford the title product as yellow-solid: m.p. 197°-199° C.