5-Bromo-6-trifluoromethyl-pyridin-2-ylamine

To a mixture of 6-(trifluoromethyl)pyridin-2-amine (600 mg, 3.7mmol) in MeOH (10 mL) was added NBS (659 mg, 3.7mmol) in portions at 0To a solution of 6-trifluoromethyl-pyridin-2-ylamine (10.0 g, 62.1 mmol, 1 eq) in CHCIThe 6 - (trifluoromethyl) pyridin -2 amine (972 mg, 6 . 0mmol) dissolved in chloroform (10 ml) in, cooling to 0 °C, adding N-bromo succinimide (1.28g, 7 . 2mmol), stir at room temperature 3 hours, concentrated, crude product by silica gel column chromatography (petroleum ether: ethyl acetate = 2:1) purification, to obtain solid title compound (0.58g, yield 40.3percent).To a solution of amine precursor (300 mg, 1 .25 mmol) in HF-pyridine (3 ml.) was added sodium nitrite (103 mg, 1 .50 mmol) in portions at 0 C. Reaction mixture was stirred at 0 C for 1 h. Reaction mixture diluted with water and extracted with DCM (25 ml. X 2). The combined organic layer was dried over sodium sulphate and concentrated at reduced pressure (DCM was not evaporated completely due to low boiling point of compound) to get crude title compound (500 mg), which was used for next step without further purification. Rf = 0.4 (10% EtOAc in n-Hexane); 1 H NMR (400 MHz, Chloroform- d) d 8.29 - 7.97 (m, 1 H), 7.07 (ddd, J = 8.6, 3.7, 0.6 Hz, 1 H).To To a solution of The 4, 4 ' - (6 - (4, 4, 5, 5-tetramethyl -1, 3, 2- two oxygen boron fifth heavenly stem link -2-yl) pyrimidine -2, 4-diyl) two morpholine (125 mg, 0 . 33mmol) and 2-amino-5-bromo-6 - (trifluoromethyl) pyridine (80 mg, 0 . 33mmol) dissolved in tetrahydrofuran (6 ml) in, add 1, the 1 [...] -bis (mortars; concrete ; artificial stone) ferrocene palladium dichloride (22 mg, 0 . 03mmol) and cesium carbonate (215 mg, 0 . 66mmol), reaction at room temperature under nitrogen protection, 2 hours, vacuum concentration, the crude product by silica gel column chromatography (petroleum ether: ethyl acetate = 1:1) purification, to obtain the title compound (70 mg, yield 52%).

Molecular Weight:241.01
XLogP3:2.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Exact Mass:239.95100
Monoisotopic Mass:239.95100
Topological Polar Surface Area:38.9
Heavy Atom Count:12
Complexity:161
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes