HCID 59966803, compound → HCID 117600819, compound
Reaction equation
[C:1]([O:5][C:6](=[O:20])[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14](=[O:19])N(OC)C)([CH3:4])([CH3:3])[CH3:2].[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([Mg]Br)=[CH:24][CH:23]=1>C1COCC1>[C:1]([O:5][C:6](=[O:20])[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14](=[O:19])[C:25]1[CH:26]=[CH:27][C:22]([Cl:21])=[CH:23][CH:24]=1)([CH3:2])([CH3:3])[CH3:4]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of [2-(Methoxy-methyl-carbamoyl)-phenyl]-carbamic acid tert-butyl ester (15.0 g, 1.54 mmol) dissolved in THF (200 mL) is added p-chlorophenylmagnesium bromide (1.0M, 150 mL) at −30° C. The mixture is then stirred at RT overnight. The mixture is quenched with NH4Cl, extracted with ethyl acetate, dried over NaSO4 and concentrated then purified by silica gel. This provides the desired product.