Reference of 7598-35-8 ,Some common heterocyclic compound, 7598-35-8, molecular formula is C5H5BrN2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
To a solution of 2-bromopyridin-4-amine (LVIII) (584 g, 3.38 mol, 1 eq) and sodium acetate (554 g, 6.75 mol, 2 eq) in HOAc (2000 mL) was added a solution of iodine monochloride (559 g, 3.44 mol, 176 mL, 1.02 eq) in HOAc (1000 mL) drop-wise at 70 C., the resulting mixture was stirred at 70 C. for 3 h. The mixture was concentrated to remove HOAc and poured into water (20 L). The aqueous solution was extracted with EtOAc (10 L*3). The combined organic layers were washed with saturated aq. Na2CO3 (20 L), saturated aq. Na2S2O3 (10 L), brine (10 L), dried over Na2SO4, filtered and concentrated to give a yellow residue, which was purified by column chromatography (1:1?1:0 petroleum ether:DCM) to obtain 2-bromo-5-iodopyridin-4-amine (II) as a yellow solid (340 g, 1.14 mol, 33.7% yield). H NMR (400 MHz, DMSO-d6) delta ppm 6.56-6.53 (3H, m), 7.73-7.72 (1H, d, J=5.2 Hz); ESIMS found for C5H4BrIN2 m/z 299.9 (M+1).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 7598-35-8, 2-Bromopyridin-4-amine, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Mak, Chi Ching; Cao, Jianguo; Bollu, Venkataiah; Chiruta, Chandramouli; Mittapalli, Gopi Kumar; Eastman, Brian Walter; Hofilena, Brian Joseph; (960 pag.)US2019/127370; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem