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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 491229생성일: 2026년 10월 26일

Cesium carbonate → 2-chloro-5-methyl-N-(pyridin-3-yl)pyrimidin-4-amine

https://huagongshe.com/reaction/491229

반응식

참여 물질

역할이름HCID투입량
반응물Cesium carbonateHCID 10796—
반응물3-BromopyridineHCID 12286—
반응물2-Chloro-5-methylpyrimidin-4-amineHCID 4302175—
촉매1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
촉매Bis(dibenzylideneacetone)palladiumHCID 9811564—
용매1,4-DioxaneHCID 31275—
생성물2-chloro-5-methyl-N-(pyridin-3-yl)pyrimidin-4-amineHCID 5751650557.1%

반응 단계

A mixture of 3-bromopyridine (379 mg, 2.4 mmol), 4-amino-2-chloro-5-methylpyrimidine (287 mg, 2.0 mmol), Pd2(dba)3 (18 mg, 0.02 mmol), xantphos (23 mg, 0.04 mmol) and cesium carbonate (975 mg, 3.0 mmol) in dioxane (15 mL) was heated under refluxed for 1 h under argon. The solvent was removed and the residue on purification by HPLC gave an intermediate, 2-chloro-5-methyl-N-(pyridin-3-yl)pyrimidin-4-amine as yellow solid (252 mg, 57%). For second Buckwald, a mixture of 2-chloro-5-methyl-N-(pyridin-3-yl)pyrimidin-4-amine (80 mg, 0.36 mmol), 4-(2-(pyrrolidin-1-yl)ethoxy)benzenamine (74 mg, 0.34 mmol), Pd2(dba)3 (3.2 mg, 0.003 mmol), xantphos (4.2 mg, 0.007 mmol) and cesium carbonate (234 mg, 0.72 mmol) in dioxane (5 mL) was heated under refluxed for 1 h under argon. The crude reaction mixture on purification using HPLC gave the title compound as light brown solid (28 mg, 20%).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07528143B2
출처 데이터셋uspto-grants-2009_05
ORD IDord-791f3c64b07a45f48d9b42c795804a38
출처 메모uspto-grants-2009_05