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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1190987생성일: 2026년 10월 25일

Dichloromethane → HCID 58495588, 화합물

https://huagongshe.com/reaction/1190987

반응식

참여 물질

역할이름HCID투입량
반응물DichloromethaneHCID 6344—
반응물Sodium CarbonateHCID 10340—
반응물2-Cyclohexylvinyl boronic acidHCID 4185149—
반응물tert-Butyl [(6-chloropyridin-3-yl)methyl]carbamateHCID 15449580—
용매1,4-DioxaneHCID 31275—
생성물HCID 58495588HCID 5849558870.2%

반응 조건

온도90 °C

반응 단계

Combine 3-(tert-butoxycarbonylamino-methyl)-6-chloropyridine (1.42 g, 5.85 mmol), 2-cyclohexylvinyl boronic acid (1.35 g, 8.78 mmol), [1,1′-bis(diphenylphosphino)-ferrocene]dichloropalladium(II) complex with DCM (239 mg, 0.293 mmol), and 2M aqueous Na2CO3 (9.65 mL, 19.2 mmol) in 1,4-dioxane (60 mL). Purge the resulting solution with nitrogen for 5 min and heat at 90° C. overnight. Cool the reaction mixture to room temperature and partition the mixture between EtOAc and water. Separate the aqueous phase and extract twice with EtOAc. Dry the combined organic extracts over MgSO4, filter and concentrate in vacuo. Purify by chromatography on silica gel (120 g, pre-packed cartridge) eluting stepwise with hexane/EtOAc (1:0 over 5 min, 49:1 over 5 min, 19:1 over 5 min, 9:1 over 5 min and 85:15 over 5 min; 50 mL/min) to obtain the desired intermediate (1.3 g, 70%). MS (APCI+) m/z: 317 (M+H)+.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08680091B2
출처 데이터셋uspto-grants-2014_03
ORD IDord-9424f586a7394a96a3c87a41a5d7c978
출처 메모uspto-grants-2014_03