5-broMo-4-Methoxypyridin-2-aMine

Step 3: General procedure: To a mixture of 2-aminopyridine (0.5 mmol, 1 equiv), p-TSA (0.4 mmol, 0.8 equiv), 1-butylpyridinium bromide (1.5 mmol, 3 equiv) in a 50 mL Schlenk tube were added 1, 2-dimethoxyethane (2 mL) under air. Then HStep 1: [0430] To a solution of 4-methoxy-pyridin-2-ylamine (10.0 g, 80.64 mmol) in acetic acid (320 mL) was added Br2-Amino-4-methoxypyridine (1.24 g, 10 mmol) was dissolved in 100 mL of acetic acid, After cooling to 0 degrees, A solution of bromine (1.92 g, 12 mmol) in acetic acid (30 mL) was added dropwise. Dropping is completed, The solution is reacted at 30 degrees. 4h, TLC monitoring raw material has been completely reacted, To the reaction solution was added 40 mL of saturated aqueous sodium sulfite solution, 25 degrees stirring reaction 0.5h, Concentrated under reduced pressure, The residue was extracted with ethyl acetate (150 mL × 3) Dried over anhydrous sodium sulfate, filter, The filtrate was concentrated under reduced pressure, Column chromatography (V (methylene chloride) / V (methanol) = 20/1), Obtained as a light yellow solid (1.45 g, 73percent).A solution of Br(41c). A mixture of 2-amino-4-methoxypyridine (2.4 g, 19 mol)and N-bromosuccinimide (3.1 g, 17 mmol) was dissolved in aceticacid (6 mL) and stirred at room temperature for 1 h. The reactionmixture was concentrated under vacuum, basified with saturatedaqueous K2CO3 and extracted with EtOAc. The combined organicswere dried, concentrated under vacuum, and purified by silicagel column chromatography, eluting with 50:1 CH2Cl2:MeOH, togive 41c (1.85 g, 47percent). LCMS 203 [M+H]+.To a stirred solution of 4-methoxypyridin-2-ylamine (15 g, 121 mmol) in acetic acid (490 mL), at room temperature, is slowly added bromine as a 1M solution in acetic acid (120 mL, 120 mmol). After 1.5 h, the reaction mixture is filtered and the collected solid is dissolved in EtOAc. The mixture is washed with saturated NaHCO

Molecular Weight:203.04
XLogP3:1.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:201.97418
Monoisotopic Mass:201.97418
Topological Polar Surface Area:48.1
Heavy Atom Count:10
Complexity:112
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes