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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 261생성일: 2026년 10월 23일

1-Bromo-4-(methylsulphonyl)benzene → 6-chloro-N-(4-methylsulfonylphenyl)pyrazin-2-amine

https://huagongshe.com/ko/reaction/261

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참여 물질

역할이름HCID투입량
반응물1-Bromo-4-(methylsulphonyl)benzeneHCID 77014—
반응물2-Amino-6-ChloropyrazineHCID 118458—
시약Cesium carbonateHCID 10796—
촉매1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
촉매Palladium (II) acetateHCID 4144353—
용매1,4-DioxaneHCID 31275—
생성물6-chloro-N-(4-methylsulfonylphenyl)pyrazin-2-amineHCID 6169940270.51%

반응 조건

온도90 °C

반응 단계

_1-bromo-4-(methylsulfonyl)benzene (1410 mg, 6.00 mmol)_ _then_ _cesium carbonate (2540 mg, 7.80 mmol)_ _ were successively added to a solution of __6-chloropyrazin-2-amine (777 mg, 6.00 mmol)_ _ _ _1,4-dioxane (20 ml)_ _into a microwave reactor._ _The mixture was purged by bubbling nitrogen for 5 minutes, then_ ___(9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (278 mg, 0.48 mmol)_ _and_ _diacetoxypalladium (53.9 mg, 0.24 mmol)_ _were added , the mixture was degassed by vacuum/nitrogen three times, then heated to _ _75 °C_ _in an heating block( internal temperature )for 1 hr then at_ _85 °C_ _ and finally at __90 °C_ _for 30 min_ _After cooling the mixture was diluted with ethylacetate , filtered , the solid washed with ethyl acetate, and the organic solution washed with water, pre-dried with brine and dried over MgSO4 , filtrated and concentrated in vacuo.The solid was taken up with ethylacetate ( 20 ml) stirred 15 min , and diluted with diethylether until some trouble occured; the solid was filtered and the procedure was repeated.The solid was dried under vacuum ( 1 mmHg/1 hr /50°C ) to afford 6-chloro-N-(4-(methylsulfonyl)phenyl)pyrazin-2-amine (1000 mg, 58.8%)_ _. The filtrate was concentrated and the above purification procedure was repeated three times to afford a second batch __6-chloro-N-(4-(methylsulfonyl)phenyl)pyrazin-2-amine (0.200 mg, 11.75 %) of the same purity . The 2 batches were combined to afford _ _6-chloro-N-(4-(methylsulfonyl)phenyl)pyrazin-2-amine (1200 mg, 70.5 %)_ _as a beige solid_

출처 및 근거

출처 데이터셋750 AstraZeneca ELN dataset
ORD IDord-a109f4c2b76742478a5e890f91f99d62
출처 메모750 AstraZeneca ELN dataset