2-BROMO-4-(TRIFLUOROMETHYL)ACETANILIDE

A mixture of compound 2 (3.60 g, 20 mmol) and potassium carbonate (0.553 g, 4 mmol) was placed in a 100 mL round bottom flask, and 20 mL of DMF was added to form a suspension. The suspension was cooled to -20 C and stirred for 5 minutes, and then compound 4e (1.124 g, 4 mmol) was added, and the reaction progress was observed by thin layer chromatography. At the end of the reaction, 150 mL of water was added to quench the reaction, and it was extracted with ethyl acetate (3 x 150 mL). The synthesized organic layer was washed with water, dried over anhydrous sodium sulfate, and spin-dried. The obtained mixture was purified by column chromatography to obtain mono-substituted compound 5e and di-substituted compound 6eThis preparation example is prepared by a method similar to that of Preparation Example 15. The molar ratio of the amount of each raw material is the same as that of Preparation Example 15. The difference is that 2-bromo-N- (4-trifluoromethyl) ethyl is used in this preparation example. Amide was used to replace 2-bromo-N- (4-iodo) acetamide in Preparation and potassium bicarbonate in Preparation was replaced with pyridine. The rest were the same as those in Preparation Example 15, and 0.33 g of a white solid compound was obtained. 19, Its yield is 48%, General procedure: Potassium tert-butoxide (65.2 mg, 0.581 mmol, 1.05 eq) wasadded to a solution of thiols 10a~ b (0.554 mmol, 1.00 eq) in 5mLanhydrous N, N-dimethylformamide. The mixture was stirred atroom temperature before the a-bromoacetamide (0.554 mmol, 1.00eq) was added, then the mixture was stirred for another 2 h. Toafford desired thioethers 11a~ e and 11h ~ l, the resulting mixturewas diluted with 50 mL ethyl acetate, washed with water(50 mL 3), dried with anhydrous sodium sulfate, and concentratedin vacuum. The residue was purified with a silica gel chromatographycolumn as white or pale yellow solid of 41e63% yield.General procedure: Potassium tert-butoxide (65.2 mg, 0.581 mmol, 1.05 eq) wasadded to a solution of thiols 10a~ b (0.554 mmol, 1.00 eq) in 5mLanhydrous N, N-dimethylformamide. The mixture was stirred atroom temperature before the a-bromoacetamide (0.554 mmol, 1.00eq) was added, then the mixture was stirred for another 2 h. Toafford desired thioethers 11a~ e and 11h ~ l, the resulting mixturewas diluted with 50 mL ethyl acetate, washed with water(50 mL 3), dried with anhydrous sodium sulfate, and concentratedin vacuum. The residue was purified with a silica gel chromatographycolumn as white or pale yellow solid of 41e63% yield.

Molecular Weight:282.06
XLogP3:3.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:280.96631
Monoisotopic Mass:280.96631
Topological Polar Surface Area:29.1
Heavy Atom Count:15
Complexity:224
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes