반응 #1334147

반응 방정식

ethyl 2-[N-(4-pyridyl-methyl)acetylamino]benzoate

NaOH

4-[(methoxymethyl)cyclobutyl]phenylamine

EDCI

HOBt

DIEA

HCl

→

N-[2-(N-{4-[(methoxymethyl)-cyclopropyl]phenyl}carbamoyl)phenyl]-N-(4-pyridylmethyl)-acetamide

용매

EtOH

dichloromethane

DMF

반응 조건

후처리

1. 1
   기타evaporated to dryness
2. 2
   세척The residue was washed with methanol
3. 3
   여과filtered
4. 4
   기타The filtrate was evaporated
5. 5
   workup.STIRRINGstirred overnight
6. 6
   세척washed with water three times
7. 7
   건조dried over Na2SO4
8. 8
   기타evaporated
9. 9
   기타further purified by preparative TLC

실험 절차

A mixture of ethyl 2-[N-(4-pyridyl-methyl)acetylamino]benzoate (300 mg) and 5 N NaOH (2 ml) in EtOH (20 ml) was stirred at RT for three hours. The solution was neutralized with 5 N HCl and evaporated to dryness. The residue was washed with methanol and filtered. The filtrate was evaporated and the residue was mixed with 4-[(methoxymethyl)cyclobutyl]phenylamine (1 eq), EDCI (1.25 eq), HOBt (1 eq) and DIEA (1.25 eq) in DMF (10 ml) and stirred overnight. The solution was mixed with dichloromethane (80 ml) and washed with water three times followed by brine, dried over Na2SO4 and evaporated, further purified by preparative TLC to give N-[2-(N-{4-[(methoxymethyl)-cyclopropyl]phenyl}carbamoyl)phenyl]-N-(4-pyridylmethyl)-acetamide

출처