Pyrazole → tert-butyl-3-(1H-pyrazol-1-yl)benzylcarbamate

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	Pyrazole	HCID 1048	—
Edukt	Potassium Carbonate	HCID 11430	—
Edukt	tert-Butyl 3-iodobenzylcarbamate	HCID 11645663	—
Edukt	(1S,2S)-(+)-N,N'-Dimethylcyclohexane-1,2-diamine	HCID 13822957	—
Katalysator	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Lösungsmittel	Dimethyl Sulfoxide	HCID 679	—
Lösungsmittel	1,4-Dioxane	HCID 31275	—
Produkt	tert-butyl-3-(1H-pyrazol-1-yl)benzylcarbamate	HCID 56791985	70,3%

Reaktionsbedingungen

Temperatur	120 °C

Reaktionsschritte

To a solution of tert-butyl-3-iodobenzylcarbamate (550 mg, 1.65 mmol) in Dioxane (1.2 mL) and DMSO (1.2 mL) was added CuI (16 mg, 0.083 mmol), (1S,2S)—N1,N2-dimethylcyclohexane-1,2-diamine (0.052 ml, 0.33 mmol), pyrazole (135 mg, 1.98 mmol) and K2CO3 (479 mg, 3.47 mmol). After stirring at 120° C. for 3 h, it was concentrated and the residue was purified by column chromatography to give tert-butyl-3-(1H-pyrazol-1-yl)benzylcarbamate (317 mg).

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US09102625B2
Quelldatensatz	uspto-grants-2015_08
ORD ID	ord-953510000c43469085ac5217a1dfbbdd
Quellennotiz	uspto-grants-2015_08