6-chloro-5-iodopyrazin-2-amine synthesis

Yield: 88%

Reaction Conditions:

with N-iodo-succinimide in dimethyl sulfoxide at 25;

Steps:

32.a A. 6-Chloro-5-iodopyrazin-2-amine
To a solution of 6-chloropyrazin-2-amine (10 g, 77.2 mmol) in DMSO (100 mL) was added NIS (17.4 g, 77.2 mmol) and the solution was stirred at 25°C overnight. After the mixture was poured into water and extracted with EtOAc, the organic solutions were collected, washed with brine, dried over NaS0₄ and filtered. The filtrate was evaporated under reduced pressure and the residue purified by silica gel chromatograph using Petroleum Ether:EtOAc 1 :4 as eluting solvents to afford 6-chloro-5-iodopyrazin-2-amine as a yellow solid (17.2 g, 88%). MS (ESI) m/z: 255 [M+H]⁺.

References:

BEAUFOUR IPSEN TIANJIN PHARMACEUTICAL CO., LTD;AUVIN, Serge;LAVERGNE, Olivier;CHAO, Qi;CHEN, Yufeng WO2015/100609, 2015, A1 Location in patent:Page/Page column 52; 53