Sodium Azide → 7-(Azidomethyl)-2-chloro-4-(4-fluorophenyl)quinoline
Reaction equation
Br[CH2:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([C:14]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=3)=[CH:8][C:9]([Cl:13])=[N:10]2)=[CH:5][CH:4]=1.[N-:21]=[N+:22]=[N-:23].[Na+]>C(O)C>[N:21]([CH2:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([C:14]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=3)=[CH:8][C:9]([Cl:13])=[N:10]2)=[CH:5][CH:4]=1)=[N+:22]=[N-:23]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 7-(bromomethyl)-2-chloro-4-(4-fluorophenyl)quinoline (1.0 g, 2.9 mmol) and sodium azide (204 mg, 3.1 mmol) in ethanol (40 mL) was refluxed for 16 h. The solution was concentrated and dichloromethane was added. The mixture was filtered, and concentrated to give the title compound. MS (+ESI): 313 (M+H)+.