Potassium Phosphate, Tribasic → 2-(3-(2H-1,2,3-triazol-2-yl)benzyl)-9-(quinoxalin-2-yl)-2,9-diazaspiro[5.5]undecan-1-one

https://huagongshe.com/ko/reaction/41571

참여 물질

역할	이름	HCID	투입량
반응물	Potassium Phosphate, Tribasic	HCID 62657	—
반응물	trans-N,N'-dimethyl-1,2-cyclohexanediamine	HCID 2733821	—
반응물	2-(3-Iodobenzyl)-9-(quinoxalin-2-yl)-2,9-diazaspiro[5.5]undecan-1-one	HCID 67252042	—
반응물	HCID 178418936	HCID 178418936	—
촉매	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
용매	Dimethylformamide	HCID 6228	—
생성물	2-(3-(2H-1,2,3-triazol-2-yl)benzyl)-9-(quinoxalin-2-yl)-2,9-diazaspiro[5.5]undecan-1-one	HCID 53259788	30.9%

반응 조건

온도	110 °C

반응 단계

To a mixture of 2-(3-iodobenzyl)-9-(quinoxalin-2-yl)-2,9-diazaspiro[5.5]undecan-1-one (104 mg, 0.20 mmol), 1H-1,2,3-triazole (28 mg, 0.40 mmol), trans-N,N′-dimethylcyclohexane-1,2-diamine [68737-65-5] (6 mg, 0.04 mmol) and K3PO4 (127 mg, 0.60 mmol) in DMF (2 mL), CuI (15 mg, 0.08 mmol) was added and the reaction mixture was stirred at 110° C. for 24 h. The reaction mixture was cooled to it and filtered to remove the solids. The filtrate was concentrated under reduced pressure. The residue was purified by reversed phase preparative HPLC (column AG/PP/C-18-15/025, flow 20 mL/min, mobile phase water (A): acetonitrile (B) gradient) to yield the regioisomeric title compounds (example 8: 28 mg, 31% and example 9: 54 mg, 60%).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US08530648B2
출처 데이터셋	uspto-grants-2013_09
ORD ID	ord-ea0d1d88435b4ecf80e476d0423ae564
출처 메모	uspto-grants-2013_09