alpha-Bromo-o-fluorotoluene → HCID 86695589, compound
Reaction equation
[C@H:1]12[NH:8][C@H:5]([CH2:6][CH2:7]1)[CH2:4][CH2:3][CH:2]2[C:9]([O:11][CH3:12])=[O:10].[F:13][C:14]1[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=1[CH2:16]Br.C(N(CC)C(C)C)(C)C>C(Cl)Cl>[F:13][C:14]1[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=1[CH2:16][N:8]1[C@@H:5]2[CH2:6][CH2:7][C@H:1]1[CH:2]([C:9]([O:11][CH3:12])=[O:10])[CH2:3][CH2:4]2Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To (1S,5S)-methyl 8-azabicyclo[3.2.1]octane-2-carboxylate (185 mg, 1.1 mmol) dissolved in DCM (11 mL) was added 2-fluorobenzylbromide (206 mg, 1.1 mmol), followed by N,N-diisopropylethylamine (424 mg, 3.3 mmol). After stirring for 1 hour, the reaction mixture was quenched with water, and extracted with DCM. Dried and concentrated to give 186 mg of crude product. The crude was carried over the next step without further purification.