2-Amino-5-bromo-3-(hydroxymethyl)pyridine

Step 2: 2-Amino-5-bromo-3-(hydroxymethyl)pyridineBromine (8.4 mL, 189.4 mmol) was added dropwise over 1 hour to a solution of 2- amino-3-(hydroxymethyl)pyridine (19.6 g, 157.8 mmol; which may be prepared as described in Dl, Step 1) in acetic acid (350 mL) at room temperature. The reaction mixture was then stirred overnight. After concentration to dryness, the residue was partitioned between a saturated solution of potassium carbonate (300 mL) and ethyl acetate (200 ml_). The aqueous layer was separated and extracted with ethyl acetate (2 x 200 ml_). The combined organic phases were washed with a saturated solution of sodium chloride (200 ml_), dried over sodium sulfate, filtered and concentrated to dryness. After trituration of the residue in pentane, the title product was obtained as a yellow solid (27.0 g, 84percent).*H NMR (DMSO-c/b) b S1. Acetic acid (456 g) was added to a 1 L three-necked flask at room temperature, and 2-amino-3-hydroxymethylpyridine (87 g, 1.0 eq) was added.The temperature was lowered to 5-10 ° C, and bromine (123 g, 1.1 eq) was added dropwise. After the addition was completed, the temperature was maintained, and the system was reacted for 1-2 h.After the reaction is completed, an aqueous sodium hydroxide solution is added to the reaction system, and after stirring for several minutes, sodium hydrogen sulfite is added, and suction filtration is performed.The obtained filter cake was again dispersed in water, and an aqueous sodium hydroxide solution was added until pH=8, and the system was again suction filtered.2-Amino-3-hydroxymethyl-5-bromopyridine was obtained in a yield of 63percent.b)

Molecular Weight:203.04
XLogP3:0.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:201.97418
Monoisotopic Mass:201.97418
Topological Polar Surface Area:59.1
Heavy Atom Count:10
Complexity:112
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes