4-Methylpyrazole → 5-Methanesulfonyl-2-(4-methyl-pyrazol-1-yl)-benzoic acid methyl ester

참여 물질

역할	이름	HCID	투입량
반응물	4-Methylpyrazole	HCID 3406	—
반응물	Potassium Carbonate	HCID 11430	—
반응물	1,2-Diaminocyclohexane, trans-	HCID 43806	—
반응물	Methyl 2-iodo-5-(methylsulfonyl)benzoate	HCID 59853752	—
촉매	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
용매	Water	HCID 962	—
용매	Dichloromethane	HCID 6344	—
용매	1,4-Dioxane	HCID 31275	—
생성물	5-Methanesulfonyl-2-(4-methyl-pyrazol-1-yl)-benzoic acid methyl ester	HCID 57753343	57%

반응 조건

온도	120 °C

반응 단계

In a glass tube was added successively 0.29 mmol 2-Iodo-5-methanesulfonyl-benzoic acid methyl ester (CAS: 847547-09-5), 0.35 mmol 4-methylpyrazole, 0.59 mmol potassium carbonate, 0.06 mmol CuI and a solution of 0.12 mmol trans-1,2-diaminocyclohexane in 0.4 ml dioxane (degased). The tube was filled with argon and sealed with a cap. The reaction mixture was heated at 120° C. overnight. The reaction mixture was cooled down to room temperature, dichloromethane and water were added. The aqueous phase was extracted 2 times with dichloromethane. The combined organic phases were dried over sodium sulfate and evaporated. The crude compound was purified on a 10 g Flashpack cartridge. Eluent: Heptane/ethylacetate to provide the title compound (57%) as a light yellow oil. MS (m/e): 295.0([M+H]+, 100%).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US07951836B2
출처 데이터셋	uspto-grants-2011_05
ORD ID	ord-7ab6f579003549188a6f69d80678f9d1
출처 메모	uspto-grants-2011_05