Water → 2-methyl-4-(1H-pyrazol-1-yl)aniline

関与物質

役割	名称	HCID	仕込み量
反応物	Water	HCID 962	—
反応物	Pyrazole	HCID 1048	—
反応物	Potassium Carbonate	HCID 11430	—
反応物	trans-N,N'-dimethyl-1,2-cyclohexanediamine	HCID 2733821	—
触媒	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
溶媒	Ethyl Acetate	HCID 8857	—
溶媒	N-methyl-2-pyrrolidone	HCID 13387	—
生成物	2-methyl-4-(1H-pyrazol-1-yl)aniline	HCID 14450261	70.3%

反応手順

A solution of intermediate 82 (200 mg, 0.7 mmol), 1H-pyrazole (95 mg, 2 eq), CuI (133 mg, 1 eq), K2CO3 (290 mg, 2.1 eq) and (1R,2R)-diaminomethylcyclohexane (100 mg, 1 eq) in anh. NMP (1 mL), under N2, was heated at 150° C. for 6 hr. It was cooled down to r.t. and poured into water. EtOAc was added and the phases were separated. The aqueous layer was further extracted with EtOAc (2×10 mL). The combined organic extracts were dried over anh. Na2SO4, the solids were filtered and the solvent evaporated. The residue was purified by flash-chromatography (silica gel, cHex/EtOAc 8:2) to give the title compound as a white solid (85.6 mg, 70%).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07427630B2
出典データセット	uspto-grants-2008_09
ORD ID	ord-2f001b2f271244129c6d25a97321b00c
出典メモ	uspto-grants-2008_09