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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1095034생성일: 2026년 10월 26일

Cesium carbonate → 3-{5-Methyl-2-[4-(2-pyrrolidin-1-yl-ethoxy)-phenylamino]-pyrimidin-4-ylamino}-benzenesulfonamide

https://huagongshe.com/reaction/1095034

반응식

참여 물질

역할이름HCID투입량
반응물Cesium carbonateHCID 10796—
반응물1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
반응물3-Bromobenzene-1-sulfonamideHCID 2734765—
반응물5-Methyl-N2-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)pyrimidine-2,4-diamineHCID 57675085—
촉매Bis(dibenzylideneacetone)palladiumHCID 9811564—
용매1,4-dioxane N,N-dimethylformamideHCID 21712069—
생성물3-{5-Methyl-2-[4-(2-pyrrolidin-1-yl-ethoxy)-phenylamino]-pyrimidin-4-ylamino}-benzenesulfonamideHCID 44816080—

반응 단계

A mixture of intermediate 38 (0.10 g, 0.32 mmol), 3-bromo-benzenesulfonamide (0.10 g, 0.42 mmol), Pd2(dba)3 (20 mg, 0.022 mmol), Xantphos (25 mg, 0.043 mmol) and cesium carbonate (0.20 g, 0.61 mmol) in dioxane/DMF (3/1, 4 mL) was sealed in a microwave reaction tube and irradiated with microwave at 170° C. for 25 min. After cooling to room temperature, the cap was removed and the resulting mixture filtered and the filtered solid washed with DCM. The filtrate was concentrated and the residue purified by HPLC. The corrected fractions were combined and poured into saturated NaHCO3 solution (30 mL). The aqueous layer was extracted with EtOAc (2×30 mL) and the combined organic layers washed with brine, dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated and solid triturated in a mixture of EtOAc/hexanes (1/10, 33 mL). After filtration, the title compound was obtained as a white solid (11 mg, 7%).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08133900B2
출처 데이터셋uspto-grants-2012_03
ORD IDord-b107043f692649edb4867387013aa6ce
출처 메모uspto-grants-2012_03