Triethylamine → 6-(5-(((5-fluoro-2-oxoindolin-3-ylidene)hydrazono)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxamido)-N-(2-amino-4-methylphenyl)hexanamide

関与物質

役割	名称	HCID	仕込み量
反応物	Triethylamine	HCID 8471	—
反応物	3,4-Diaminotoluene	HCID 10332	—
反応物	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
反応物	6-(5-(((5-fluoro-2-oxoindolin-3-ylidene)hydrazono)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxamido)-hexanoic acid	HCID 136387951	—
反応物	HCID 178418300	HCID 178418300	—
溶媒	Dimethylformamide	HCID 6228	—
溶媒	Sodium chloride; water	HCID 57417360	—
生成物	6-(5-(((5-fluoro-2-oxoindolin-3-ylidene)hydrazono)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxamido)-N-(2-amino-4-methylphenyl)hexanamide	HCID 136387956	69%

反応手順

6-(5-(((5-fluoro-2-oxoindolin-3-ylidene)hydrazono)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxamido)-hexanoic acid (441 mg, 1 mmol), and 8 ml of DMF were stirred at room temperature while 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (394 mg, 2 mmol), hydroxy-benzotriazole (162 mg, 1.2 mmol), triethylamine (404 mg, 4 mmol) and 4-methyl-o-phenylenediamine (146 mg, 1.2 mmol) were added. The mixture was stirred for 24 hours at room temperature. The mixture was diluted with 400 mL of brine. The solids were collected by vacuum filtration, washed with water and dried under vacuum to give the title compound (376 mg, 69% yield) as a red solid. LC-MS (m/z) 546 (M+1).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07863315B2
出典データセット	uspto-grants-2011_01
ORD ID	ord-e0f8d14043e94707930ce7c5d3cbe07b
出典メモ	uspto-grants-2011_01