تفاعل #492377

معادلة التفاعل

NaOH

THF

ethyl 3-(5-(3-chloro-2-(((4′-chloro-2-methyl-[1,1′-biphenyl]-4-yl)amino)methyl)-5-(trifluoromethyl)phenyl)picolinamido)propanoate

HCl

→

title compound

3-(5-(3-chloro-2-(((4′-chloro-2-methyl-[1,1′-biphenyl]-4-yl)amino)methyl)-5-(trifluoromethyl)phenyl)picolinamido)propanoic acid

المذيبات

MeOH

diethyl ether

ظروف التفاعل

المعالجة

1. 1
   تركيزAfter 30 min the resulting mixture concentrated
2. 2
   workup.ADDITIONThe resulting mixture was diluted with EtOAc
3. 3
   أخرىthe layers were separated
4. 4
   استخلاصThe aqueous phase was extracted with EtOAc
5. 5
   غسيلthe combined organics were washed with 4M NaCl
6. 6
   تجفيفdried (Na2SO4)
7. 7
   تركيزconcentrated
8. 8
   workup.DISSOLUTIONThe resulting material was dissolved in diethyl ether
9. 9
   ترشيحthe resulting precipitate was filtered
10. 10
    غسيلwashed with diethyl ether
11. 11
    أخرىdried in vacuo

الإجراء التجريبي

A 3M aqueous solution of NaOH (1.9 mL, 5.7 mmol) was added to a THF (7.6 mL) and MeOH (3.8 mL) solution of ethyl 3-(5-(3-chloro-2-(((4′-chloro-2-methyl-[1,1′-biphenyl]-4-yl)amino)methyl)-5-(trifluoromethyl)phenyl)picolinamido)propanoate (2.4 g, 3.8 mmol) and the resulting homogeneous mixture was stirred at room temperature. After 30 min the resulting mixture concentrated and then acidified with 1M aqueous HCl. The resulting mixture was diluted with EtOAc and the layers were separated. The aqueous phase was extracted with EtOAc and the combined organics were washed with 4M NaCl, dried (Na2SO4), and concentrated. The resulting material was dissolved in diethyl ether, 1M diethyl ether solution of HCl (5.7 mL, 5.7 mmol) was added and the resulting precipitate was filtered, washed with diethyl ether, and dried in vacuo to yield the title compound.

المصدر