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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 12287생성일: 2026년 10월 25일

Cesium carbonate → 6-(2-chloropyrimidin-4-yl)-2-(2-trimethylsilanylethoxymethyl)-4-[1-(2-trimethylsilanylethoxymethyl)-1H-benzimidazol-2-yl]-2H-pyridazin-3-one

https://huagongshe.com/reaction/12287

반응식

참여 물질

역할이름HCID투입량
반응물Cesium carbonateHCID 10796—
반응물2,4-DichloropyrimidineHCID 77531—
반응물6-oxo-1-(2-trimethylsilanylethoxymethyl)-5-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzimidazol-2-yl]-1,6-dihydropyridazine-3-boronic acidHCID 68679702—
용매WaterHCID 962—
용매1,4-DioxaneHCID 31275—
생성물6-(2-chloropyrimidin-4-yl)-2-(2-trimethylsilanylethoxymethyl)-4-[1-(2-trimethylsilanylethoxymethyl)-1H-benzimidazol-2-yl]-2H-pyridazin-3-oneHCID 86611610—

반응 조건

온도97 °C

반응 단계

1.32 g of 6-oxo-1-(2-trimethylsilanylethoxymethyl)-5-[1-(2-trimethylsilanylethoxy-methyl)-1H-benzimidazol-2-yl]-1,6-dihydropyridazine-3-boronic acid, 583 mg of 2,4-dichlorpyrimidine and 3,3 g of cesium carbonate are dissolved in 17 ml of a 1:4 mixture of water and dioxane, and argon is passed through the solution for degassing. After addition of 125 mg of (1,1′-bis(diphenyl-phosphine)ferrocene)palladium(II) chloride-dichloromethane complex, the solution is stirred at 97° C. for 3 hours. For workup, it is diluted with 50 ml of water and extracted several times with ethyl acetate. The combined organic phases are dried using a silica gel cartridge, and the solvent is distilled off. The crude product is purified by preparative RP-HPLC (0-100% acetonitrile in water (+0.01% trifluoroacetic acid)).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07727989B2
출처 데이터셋uspto-grants-2010_06
ORD IDord-4020a0a57845445b83289a2bc3d60e68
출처 메모uspto-grants-2010_06