Yield:885521-60-8 69%

Reaction Conditions:

with bromine;sodium hydroxide at 20; for 3 h;

Steps:

i-3.1 Step 1. Preparation of 3-bromo-4-fluoro-1H-indazole (i-3b).

Example i-3: Preparation of (3-bromo-4-fluoro-1H-indazol-l-yl)(2-chloro-6- (trifluoromethyl)phenyl)methanone Scheme i-3 Step 1. Preparation of 3-bromo-4-fluoro-lH-indazole (i-3b). To a suspension of 4-fluoro- lH-indazole (i-3a) (5 g, 36.8 mmol) in 2M sodium hydroxide solution (100 ml) at rt was added a solution of bromine(5.8 g, 36.8 mmol) in 2M sodium hydroxide solution(60 ml). The reaction mixture was stirred at r.t. for 3h. To the reaction mixture was added sodium bisulfite aqueous solution (10%, lOOmL). The solution was extracted with Ethyl Acetate (2xl50mL). the combined Organic Layer was washed with H₂0 (3xl00mL) and Brine (2xl50mL). the solution was dried over anhydrous Na₂S0₄ and evaporated. 5.47g product was obtained. Yield 69%. LCMS (ESI) calc'd for C₇H₄BrFN₂ [M+H]⁺: 215, found: 215.

References:

WO2014/26328,2014,A1 Location in patent:Page/Page column 39