참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Benzenesulfonamide, 3-amino- | HCID 7377 | — |
| 반응물 | Chloropyrazine | HCID 73277 | — |
| 시약 | Cesium carbonate | HCID 10796 | — |
| 촉매 | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| 촉매 | Palladium (II) acetate | HCID 4144353 | — |
| 용매 | Dimethylacetamide | HCID 31374 | — |
| 생성물 | 3-(Pyrazin-2-ylamino)benzenesulfonamide | HCID 53309921 | 42.34% |
반응 단계
A mixture of 3-aminobenzenesulfonamide (130mg, 0.75 mmol), 2-chloropyrazine (0.067 mL, 0.75 mmol),(9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (34.9 mg, 0.06 mmol), diacetoxypalladium (6.78 mg, 0.03 mmol) and cesium carbonate (295 mg, 0.91 mmol) in degassed DMA (2.1 mL) was heated **_in the microwave_** for 15 min at 130 °C. LC MS FLA-04665-01-01 (pH extract 6-7) showed some product and few sulfanilamide left. 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-(pyrazin-2-ylamino)benzenesulfonamide (80 mg, 42.3 %) as a colourless solid. 1H NMR, LC MS FLA-04665-09-02: OK
출처 및 근거
| 출처 데이터셋 | 750 AstraZeneca ELN dataset |
|---|
| ORD ID | ord-17225e99c02b4548adfeb78156e8b3d5 |
|---|
| 출처 메모 | 750 AstraZeneca ELN dataset |
|---|