Isoquinoline, 6-(1-methylethyl)- (9CI) synthesis

Yield:790304-84-6 75%

Reaction Conditions:

Stage #1: isopropylmagnesium chloridewith zinc(II) chloride in tetrahydrofuran at 0; for 1.5 h;Inert atmosphere;
Stage #2: with (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in tetrahydrofuran; for 0.25 h;
Stage #3: 6-bromo-isoquinoline in tetrahydrofuran; for 12 h;

Steps:

1 1. Synthesis of 6-isopropylisoquinoline

Under nitrogen protection, 78.6 g (0.58 mol) of anhydrous zinc chloride was added to the three-necked flask, tetrahydrofuran.800mL,Lower the temperature of the reaction system to 0 ° C,480 mL (0.96 mol) of isopropylmagnesium chloride was added dropwise, and the mixture was stirred for one and a half hours.Then, 3.5 g (1 mol%) of bisphenylphosphinoferrocene palladium dichloride was added and stirred for 15 minutes.Add 6-bromoisoquinoline 100g dropwise(0.48 mmol). The reaction was stopped after 12 hours.The reaction solution was extracted with ethyl acetate and water and dried and evaporated. The crystal obtained by concentration was purified by recrystallization to obtain 61.6 g (yield: 75%).6-isopropylisoquinoline.

References:

CN109206456,2019,A Location in patent:Paragraph 0052; 0053; 0054