돌아가기
Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 606834생성일: 2026년 10월 26일

Triethylamine → 5-(2-Chlorophenylethynyl)-nicotinonitrile

https://huagongshe.com/reaction/606834

반응식

참여 물질

역할이름HCID투입량
반응물TriethylamineHCID 8471—
반응물1-Chloro-2-iodobenzeneHCID 11993—
반응물5-EthynylnicotinonitrileHCID 22416563—
촉매Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
촉매HCID 178419050HCID 178419050—
용매Ethyl AcetateHCID 8857—
생성물5-(2-Chlorophenylethynyl)-nicotinonitrileHCID 67047628—

반응 조건

온도70 °C

반응 단계

Add bis(triphenylphosphine)palladium (II) dichloride (63.2 mg, 0.090 mmol), copper (I) iodide (34.3 mg, 0.180 mmol), and 5-ethynylnicotinonitrile (242 mg, 1.89 mmol), (prepared essentially as described in PREPARATION 4), to a solution of 1-chloro-2-iodobenzene (0.22 mL, 1.77 mmol) in triethylamine (3.60 mL, 25.8 mmol) and heat to 70° C. in a sealed tube for 1.5 h. Cool to room temperature and dilute with ethyl acetate. Wash with a saturated aqueous solution of sodium chloride, dry (sodium sulfate), filter and concentrate. Purify the residue by silica gel chromatography, eluting with a gradient from 95:5 to 80:20 (90:10 hexanes:ethyl acetate):dichloromethane, to give the title compound as a yellow solid. Further purify the title compound by recrystallizing from cyclohexane (20 mL) to give a white solid (95 mg, 22%).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07915424B2
출처 데이터셋uspto-grants-2011_03
ORD IDord-472f3e7c898b4541addc1898ad687706
출처 메모uspto-grants-2011_03