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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 451생성일: 2026년 10월 23일

Benzenesulfonamide, 3-amino- → 3-(5-Pyrimidinylamino)benzenesulfonamide

https://huagongshe.com/ko/reaction/451

반응식

참여 물질

역할이름HCID투입량
반응물Benzenesulfonamide, 3-amino-HCID 7377—
반응물5-BromopyrimidineHCID 78344—
시약Cesium carbonateHCID 10796—
촉매1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
촉매Palladium (II) acetateHCID 4144353—
용매DimethylacetamideHCID 31374—
생성물3-(5-Pyrimidinylamino)benzenesulfonamideHCID 10178770718.77%

반응 조건

온도130 °C

반응 단계

A mixture of 3-aminobenzenesulfonamide (110mg, 0.64 mmol), 5-bromopyrimidine (102 mg, 0.64 mmol),(9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (29.6 mg, 0.05 mmol), diacetoxypalladium (5.74 mg, 0.03 mmol) and cesium carbonate (250 mg, 0.77 mmol) in degassed DMA (1.9 mL) was heated **_in the microwave_** for 35 min at 130°C. LC MS FLA-04665-12-01 (pH extract 6-7) showed some product. Reaction was stopped. Extraction with AE + ethanol / aq. sat NH4Cl (pH7), then back extraction with DCM.The organics were dried over MgSO4 and concentrated _in vacuo._ The crude product was adsorbed on silica gel 40-60µm and purified by flash chromatography on silica gel 15-40µm eluting with 3.5 % of ethanol in dichloromethane (NH3 0.5 %) to provide 3-(pyrimidin-5-ylamino)benzenesulfonamide (30.0 mg, 18.77 %) as a yellow solid. 1H NMR,LC MS: FLA-04665-12-02a: OK

출처 및 근거

출처 데이터셋750 AstraZeneca ELN dataset
ORD IDord-f980d50ac3ae43a58ddfe2efc500c048
출처 메모750 AstraZeneca ELN dataset