1-Hydroxybenzotriazole → Tert-butyl 2-[3-{1-(4-sulfamoylphenyl)-5-p-tolyl-1h-pyrazol-3-yl}propanamido]ethylcarbamate

https://huagongshe.com/ja/reaction/16656

関与物質

役割	名称	HCID	仕込み量
反応物	1-Hydroxybenzotriazole	HCID 75771	—
反応物	Diisopropylethylamine	HCID 81531	—
反応物	N-BOC-ethylenediamine	HCID 187201	—
反応物	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
反応物	Celecox Sulforhodamine	HCID 131728181	—
溶媒	Dimethylformamide	HCID 6228	—
生成物	Tert-butyl 2-[3-{1-(4-sulfamoylphenyl)-5-p-tolyl-1h-pyrazol-3-yl}propanamido]ethylcarbamate	HCID 66813400	46%

反応手順

a Celecox-Sulforhodamine Analog: Compound 30f was synthesized by the method outlined in FIG. 3. Briefly, Compound 30c as synthesized as set forth hereinabove. Compound 30c was then complexed with tert-butyl 2-aminoethylcarbamate for 16 hours at room temperature in the presence of 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride (EDCl), 1-hydroxybenzotriazole (HOBt), and N,N-diisopropylethylamine (DIPEA) in mimethylformamide (DMF) to produce tert-butyl 2-[3-{1-(4-sulfamoylphenyl)-5-p-tolyl-1H-pyrazol-3-yl}propanamido]ethylcarbamate as a yellow solid (46% yield). This product was then dissolved in dichloromethane and treated with HCl (gas) for 2 hours at room temperature, producing N-(2-aminoethyl)-3-{1-(4-sulfamoylphenyl)-5-p-tolyl-1H-pyrazol-3-yl}propanamide hydrochloride as a yellow solid (80% yield).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07736624B2
出典データセット	uspto-grants-2010_06
ORD ID	ord-de5eb08e7d1e4c42908d8980e52fde1c
出典メモ	uspto-grants-2010_06