Diisopropylethylamine → N-[4-(8-Methyl-imidazo[1,2-a]pyridin-2-yl)-phenyl]-3-piperidin-1-yl-propionamide

関与物質

役割	名称	HCID	仕込み量
反応物	Diisopropylethylamine	HCID 81531	—
反応物	1-Piperidinepropanoic acid	HCID 117782	—
反応物	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
反応物	4-{8-Methylimidazo[1,2-a]pyridin-2-yl}aniline	HCID 2771077	—
反応物	1-Hydroxybenzotriazole hydrate	HCID 2796029	—
溶媒	Dimethylformamide	HCID 6228	—
溶媒	Dichloromethane	HCID 6344	—
生成物	N-[4-(8-Methyl-imidazo[1,2-a]pyridin-2-yl)-phenyl]-3-piperidin-1-yl-propionamide	HCID 22015607	23.9%

反応手順

To a mixture of the product of Step B (330 mg) and N,N-diisopropylethylamine (0.28 mL) in dichloromethane (3 mL) and N,N-dimethylformamide (1 mL), was added 1-piperidinepropionic acid (256 mg), WSC.HCl (1-Ethyl-3-(3′dimethylaminopropyl)-carbodiimide.HCl) (312 mg), and 1-hydroxybenzotriazole hydrate (220 mg). The solution was stirred at ambient temperature for approximately 18 hours. The mixture was poured into a separatory funnel and washed sequentially with an equal volume of 1 N sodium hydroxide and water. The organic phase was dried over sodium sulfate, decanted and evaporated. The residue was purified via silica gel chromatography (methanol/dichloromethane) to yield the title compound (128 mg).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07087757B2
出典データセット	uspto-grants-2006_08
ORD ID	ord-e9297e9f797943d9b05989f796ddd673
出典メモ	uspto-grants-2006_08