Ethylenediamine → 5-(2,6-diethyl-phenyl)-1-(4-isopropyl-phenyl)-1H-pyrrolo[2,3-c]pyridine

https://huagongshe.com/reaction/472026

참여 물질

역할	이름	HCID	투입량
반응물	Ethylenediamine	HCID 3301	—
반응물	Cesium carbonate	HCID 10796	—
반응물	p-Iodocumene	HCID 87073	—
반응물	5-(2,6-diethyl-phenyl)-1H-pyrrolo[2,3-c]pyridine	HCID 11673246	—
촉매	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
용매	Ethyl Acetate	HCID 8857	—
용매	1,4-Dioxane	HCID 31275	—
생성물	5-(2,6-diethyl-phenyl)-1-(4-isopropyl-phenyl)-1H-pyrrolo[2,3-c]pyridine	HCID 58269945	48.5%

반응 조건

온도	60 °C

반응 단계

A mixture of 5-(2,6-diethyl-phenyl)-1H-pyrrolo[2,3-c]pyridine (700 mg, 2.8 mmol), 1-iodo-4-isopropyl-benzene (2.0 g, 8.1 mmol), CuI (1.0 g, 5.3 mmol), cesium carbonate (1.8 g, 5.5 mmol) and ethylenediamine (336 mg, 5.6 mmol) in dioxane (10 mL) is heated at 60° C. overnight. The reaction mixture is cooled, diluted with EtOAc, and filtered through Celite. The filtrate is concentrated under reduced pressure. The residue is purified by chromatography on silica gel (Hexane/EtOAc, 4:1) to afford 500 mg of 2.7 g of 5-(2,6-diethyl-phenyl)-1-(4-isopropyl-phenyl)-1H-pyrrolo[2,3-c]pyridine as a solid. 1H NMR: (CDCl3) 8.97 (s, 1H), 7.41-7.52 (m, 6H), 7.28 (t, 1H), 7.15 (d, 2H), 6.68 (d, 1H), 3.03 (m, 1H), 2.36 (m, 4H), 1.34 (d, 6H), 1.01 (t, 6H).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US08633193B2
출처 데이터셋	uspto-grants-2014_01
ORD ID	ord-875b11203f8948b690ce1430d8ed4e30
출처 메모	uspto-grants-2014_01