HCID 59389328, compound → HCID 59389308, compound
Reaction equation
C[Mg]Br.O1CCC[CH2:5]1.[C:9]([C:12]1[CH:30]=[C:15]2[C:16]([C:22]3[CH:23]([CH3:29])[CH2:24][C:25](=[O:28])[NH:26][N:27]=3)=[CH:17][CH:18]=[C:19]([O:20][CH3:21])[N:14]2[N:13]=1)(=[O:11])[CH3:10]>C1COCC1>[OH:11][C:9]([C:12]1[CH:30]=[C:15]2[C:16]([C:22]3[CH:23]([CH3:29])[CH2:24][C:25](=[O:28])[NH:26][N:27]=3)=[CH:17][CH:18]=[C:19]([O:20][CH3:21])[N:14]2[N:13]=1)([CH3:5])[CH3:10]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A 0.90 mol/L methyl magnesium bromide-tetrahydrofuran solution (0.614 mL) was added dropwise to a solution of the compound of Example 241 (55.4 mg) in THF (5 mL) at −78° C. in an argon atmosphere. The mixture was allowed to gradually warm to room temperature and was stirred for 3 hours. Subsequently, a second portion of 0.90 mol/L methyl magnesium bromide-tetrahydrofuran solution (0.614 mL) was added dropwise at −78° C. and the mixture was stirred at room temperature for another 3 hours. The reaction was then quenched by adding a saturated aqueous solution of ammonium chloride and the mixture was extracted with ethyl acetate (100 mL). The extract was washed with water and saturated brine and dried over anhydrous sodium sulfate. The dried extract was concentrated and purified by silica gel column chromatography (ethyl acetate) to afford the title compound as a pale yellow powder (14.0 mg).