HCID 58565348, compound → HCID 58565344, compound
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH:10]=[C:9]2[C:17](N(OC)C)=[O:18])[CH:5]=[CH:6][CH:7]=1.[CH3:23][Mg]Br>O1CCCC1>[F:1][C:2]1[CH:3]=[C:4]([N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH:10]=[C:9]2[C:17](=[O:18])[CH3:23])[CH:5]=[CH:6][CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a mixture of 1-(3-fluorophenyl)-N-methoxy-N-methyl-1H-indole-2-carboxamide (0.30 g, 1.0 mmol) in tetrahydrofuran (6 mL) was added 1.4 M methylmagnesium bromide in tetrahydrofuran (1.1 mL, 1.5 mmol). The reaction was stirred at room temperature for 2 hours, then quenched with saturated NH4Cl solution, extracted with EtOAc. The combined organic layers were washed with brine, dried over MgSO4 and concentrated to give the desired product (0.27 g). The crude product was used directly in next step. LCMS calculated for C16H13FNO(M+H)+: m/z=254.1. Found: 254.1.