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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 77797생성일: 2026년 10월 25일

Water → 3-((Trimethylsilyl)ethynyl)pyridin-2-amine

https://huagongshe.com/reaction/77797

반응식

참여 물질

역할이름HCID투입량
반응물WaterHCID 962—
반응물TrimethylsilylacetyleneHCID 66111—
반응물DiisopropylethylamineHCID 81531—
반응물2-Amino-3-bromopyridineHCID 817700—
촉매Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
촉매HCID 178418397HCID 178418397—
용매N-methyl-2-pyrrolidoneHCID 13387—
생성물3-((Trimethylsilyl)ethynyl)pyridin-2-amineHCID 5747566694.3%

반응 조건

온도70 °C

반응 단계

To a solution of 2-amino-3-bromopyridine (5.72 g, 33.1 mmol) in N-methylpyrrolidinone (120 mL) were added trimethylsilyl acetylene (9.36 mL, 66.2 mmol), tetrakis(triphenylphosphine)palladium (0) (1.91 g, 1.66 mmol), copper (I) iodide (630 mg, 3.31 mmol) and N,N-diisopropylethylamine (11.5 mL, 66.2 mmol) at room temperature, which was stirred under nitrogen atmosphere for 6 hours at 70° C. Water was added to the reaction solution, which was then extracted with ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. The residue was purified by silica gel column chromatography (heptane:ethyl acetate=2:1) to obtain the title compound (5.94 g, 94%).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08841327B2
출처 데이터셋uspto-grants-2014_09
ORD IDord-1037695923d3435a9d15a1f5f3ee14cc
출처 메모uspto-grants-2014_09