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4-Bromo-5-(4-fluorophenyl)-1(2)H-pyrazole synthesis

3synthesis methods
154258-82-9 Synthesis
3-(4-Fluorophenyl)-1H-pyrazole

154258-82-9
126 suppliers
$7.00/250mg

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Yield:474706-36-0 99%

Reaction Conditions:

with NBS in N,N-dimethyl-formamide at 20; for 1 h;

Steps:

Intermediate 2A: 4-Bromo-3 -(4-fluorophenyl)- lH-pyrazole

To a solution of 3-(4-fluorophenyl)-lH-pyrazole (10 g, 61.7 mmol) in DMF (50 ml) was added NBS (11 g, 61.7 mmol). The reaction mixture was stirred at rt for lh, quenched with water, extracted with EtOAc. The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to give the crude product Intermediate 2A (14.47 g, 99%) as a white solid. MS(ES): m/z= 240.89/242.89 [M+H]+. HPLC Ret time (Method B): 3.56 min. NMR (400MHz, chloroform-d) δ 7.86 - 7.74 (m, 2H), 7.66 (s, 1H), 7.20 - 7.1 1 (m, 2H).

References:

WO2014/100540,2014,A1 Location in patent:Page/Page column 55