* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 50℃;Inert atmosphere; Sealed tube;
Into a 10-mL sealed tube purged and maintained with an inert atmosphere of argon, was placed a solution of <strong>[154471-65-5]1-methyl-3-(trifluoromethyl)-1H-pyrazole</strong> (10.0 g, 66.62 mmol) and NBS (16.2 g, 66.62 mmol) in DMF (100 mL). The resulting solution was stirred overnight at 50 C. in an oil bath. The reaction was then quenched by the addition of ice water (1 L). The resulting solution was extracted with ether (3×200 mL), the organic layers combined and dried over anhydrous Na2SO4, filtered and then concentrated to provide the desired product as a yellow oil (12.0 g, crude), which was used as is without further purification. 1H NMR (400 MHz, CDCl3): delta 7.46 (s, 1H), 3.94 (s, 3H) ppm.
98 g
With bromine; iron; In water; at 30 - 100℃; for 4h;
Add 400 mL of water to a 1 L reaction flask.Compound C (86 g, 0.57 mol),Reduced iron powder (15.96g, 0.285mol),The temperature was controlled to add bromine (242 g, 1.55 mol) at 30 C.After the system is stable,The temperature was raised to 100 C for 4 hours.Cool to room temperature,The reaction solution was poured into 2 L of sodium thiosulfate aqueous solution and stirred.DCM extraction 3 times,Washed with aqueous sodium thiosulfate twice,Dry over anhydrous sodium sulfate,concentrate,Vacuum distillation,External temperature 55 C,Internal temperature 32 C,0.5 Torr,Got a colorless liquid,Is an azeotrope;The product is cooled and received by ice salt bath.The temperature is 65 C outside the temperature.Internal temperature 58 C,0.5 Torr,A yellow solid was obtained in 98 g. GC 99%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; In 1,4-dioxane; water; at 90℃;Inert atmosphere;
To a stuffed mixture of XXXX-1 (400 mg, 2.4 mmol), XXXX-2 (500 mg, 2.18 mmol), and K3P04 (2 M, 1.1 mL, 2.2 mmol) in dioxane (20 mL) was added Pd(dppf)C12 (160 mg, 0.2 18 mmol) under N2 protection. The reaction mixture was degassed with nitrogen again and stirred at 90C overnight. The mixture was concentrated, diluted with H20 (20 mL), extracted with EtOAc (30 mLx3). The combined organic layer was washed with brine, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography (PE/EA=2/ 1) to give XXXX-3 (400 mg, 67% yield).
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
For Research Only
120K+ Compounds
Competitive Price
1-2 Day Shipping
