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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 225560생성일: 2026년 10월 25일

Potassium Fluoride → 5-(2-Methyl-pyridin-4-yl)-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/225560

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참여 물질

역할이름HCID투입량
반응물Potassium FluorideHCID 522689—
반응물4-Chloro-2-methylpyridineHCID 581392—
반응물Tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)isoindoline-2-carboxylateHCID 16102684—
용매1,4-DioxaneHCID 31275—
생성물5-(2-Methyl-pyridin-4-yl)-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl esterHCID 5775329969%

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온도100 °C

반응 단계

A mixture containing 1.4 mmol 5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester, 4.8 mmol potassium fluoride, 1.4 mmol 4-chloro-2-picoline (commercial) and 0.03 mmol bis(tri-tert.-butylphosphine)palladium in 5 ml deglazed dioxane was stirred at 100° C. for 1.5 hours. The solvent was removed in vacuo. The residue was taken in ethyl acetate. The mixture was washed twice with water. The aqueous layer was extracted once with ethyl acetate. The combined organic layers were dried over Na2SO4, filtered and the solvent was removed in vacuo. The crude oil was purified on a 20 g Flashpack cartridge (Eluent: Heptane/AcOEt) to afford the title compound as a yellow oil (69% yield). MS (m/e): 311.2 ([M+H]+, 100%)

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07557114B2
출처 데이터셋uspto-grants-2009_07
ORD IDord-fd225e9de212402c8f10881cdeae5040
출처 메모uspto-grants-2009_07