참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Benzenesulfonamide, 3-amino- | HCID 7377 | — |
| 반응물 | 2,4-Dichloropyrimidine | HCID 77531 | — |
| 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 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | 3-[(4-Chloropyrimidin-2-yl)amino]benzenesulfonamide | HCID 88904894 | 2% |
반응 단계
2,4-dichloropyrimidine (200 mg, 1.34 mmol), 3-aminobenzenesulfonamide (231 mg, 1.34 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (93 mg, 0.16 mmol), cesium carbonate (875 mg, 2.68 mmol) and diacetoxypalladium (15.07 mg, 0.07 mmol) were suspended in dioxane (5 mL) and sealed into a microwave tube. The reaction was heated to 150 °C for 30 minutes in the microwave reactor and cooled to RT. The reaction mixture was diluted with EtOAc (150 mL) and washed with water (150 mL). The organic layer was dried over MgSO4, filtered and evaporated to afford crude product. The crude product was purified by flash silica chromatography, elution gradient 0 to 4% (10:1 MeOH/NH3 (aq)) in DCM. NMR analysis showed a trace amount of product.
출처 및 근거
| 출처 데이터셋 | 750 AstraZeneca ELN dataset |
|---|
| ORD ID | ord-07751cbdbcad4c89bdfeeea3a04ddb39 |
|---|
| 출처 메모 | 750 AstraZeneca ELN dataset |
|---|