تفاعل #70727

معادلة التفاعل

1-(1-methylethyl)-7-(methyloxy)-1H-indole-4-carboxylic acid

3-(aminomethyl)-6-methyl-4-propyl-2(1H)-pyridinone

1-hydroxy-7-azabenzotriazole

EDC

N-methylmorpholine

→

1-(1-methylethyl)-N-[(6-methyl-2-oxo-4-propyl-1,2-dihydro-3-pyridinyl)methyl]-7-(methyloxy)-1H-indole-4-carboxamide

المردود 60.8%

المذيبات

water

DMSO

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGstirred for 10 minutes
2. 2
   ترشيحFiltered off solids
3. 3
   أخرىdried in vacuo
4. 4
   أخرىThe solids were purified by column chromatography (Biotage; 0% to 15% gradient MeOH:DCM; 10 g-HP-silica gel column)

الإجراء التجريبي

Added 1-(1-methylethyl)-7-(methyloxy)-1H-indole-4-carboxylic acid (160 mg, 0.686 mmol), 3-(aminomethyl)-6-methyl-4-propyl-2(1H)-pyridinone (186 mg, 0.857 mmol), 1-hydroxy-7-azabenzotriazole (187 mg, 1.372 mmol), EDC (263 mg, 1.372 mmol) and N-methylmorpholine (0.302 mL, 2.74 mmol) to DMSO (10 mL) and stirred mixture at RT for 16 h. Added 25 ml of water and stirred for 10 minutes. Filtered off solids and dried in vacuo. The solids were purified by column chromatography (Biotage; 0% to 15% gradient MeOH:DCM; 10 g-HP-silica gel column) to give 165 mg of 1-(1-methylethyl)-N-[(6-methyl-2-oxo-4-propyl-1,2-dihydro-3-pyridinyl)methyl]-7-(methyloxy)-1H-indole-4-carboxamide.

المصدر