تفاعل #338845

معادلة التفاعل

5-(((5-fluoro-2-oxoindolin-3-ylidene)hydrazono)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride

hydroxybenzo-triazole

triethylamine

6-aminocaproic acid methyl ester hydrochloride

→

title compound

المردود 63.0%

6-(5-(((5-fluoro-2-oxoindolin-3-ylidene)hydrazono)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxamido)-hexanoic acid methyl ester

المردود 63.0%

المذيبات

brine

DMF

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwere added
2. 2
   ترشيحThe solids were collected by vacuum filtration
3. 3
   غسيلwashed with water
4. 4
   أخرىdried under vacuum

الإجراء التجريبي

5-(((5-fluoro-2-oxoindolin-3-ylidene)hydrazono)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (328 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), hydroxybenzo-triazole (162 mg, 1.2 mmol), triethylamine (404 mg, 4 mmol) and 6-aminocaproic acid methyl ester hydrochloride (219 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 (287 mg, 63% yield) as a red solid. LC-MS (m/z) 456 (M+1).

المصدر