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ChemicalBook CAS DataBase List 6-Bromo-3-chloropyrazin-2-amine
1082843-72-8

6-Bromo-3-chloropyrazin-2-amine synthesis

1synthesis methods
3,5-Dibromo-2-chloropyrazine

1082843-70-6

6-Bromo-3-chloropyrazin-2-amine

1082843-72-8

General procedure for the synthesis of 3-chloro-6-bromopyrazin-2-amine from 3,5-dibromo-2-chloropyrazine: 3,5-dibromo-2-chloropyrazine (50.0 g, 184 mmol) and concentrated ammonia (150 mL) were added to a 250 mL sealed tube. The reaction mixture was stirred at 100 °C overnight. Upon completion of the reaction, it was cooled to room temperature and the resulting solid product was collected by filtration. The resulting solid was dried under reduced pressure in an oven to afford 3-chloro-6-bromopyrazin-2-amine as a gray solid (28.0 g, 66% yield), which could be used in subsequent reactions without further purification.

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Yield: 66%

Reaction Conditions:

with ammonium hydroxide at 100;Sealed tube;

Steps:

90.E E. 6-Bromo-3-chloropyrazin-2-amine, 90e
[0955] Into a 250 mL sealed tube was placed compound90d (50.0 g, 184 mmol) andNH40H (150mL). The resultingmixture was stirred overnight at 100° C. Uponcooling, a solidwas collected by filtration and dried in an oven under reducedpressure to obtain the compound 90e as a grey solid (28.0 g,66% yield), which was used in next step without furtherpurification.

References:

JANSSEN PHARMACEUTICA, NV;Player, Mark R.;Meegalla, Sanath K.;Illig, Carl R.;Chen, Jinsheng;Wilson, Kenneth J.;Lee, Yu-Kai;Parks, Daniel J.;Huang, Hui;Patel, Sharmila;Lu, Tianbao US2014/364414, 2014, A1 Location in patent:Paragraph 0945; 0954-0955