تفاعل #2468018

معادلة التفاعل

[2-(4-iodopyridin-2-yl)hydrazino](oxo)acetic acid

diisopropylethylamine

pyrrolidine

HATU

→

title compound

المردود 34.4%

N′-(4-iodopyridin-2-yl)-2-oxo-2-pyrrolidin-1-ylacetohydrazide

المردود 34.4%

المذيبات

di-methylformamide

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solvent was removed under reduced pressure, water
2. 2
   workup.ADDITIONwas added
3. 3
   استخلاصit was extracted with ethyl acetate
4. 4
   غسيلThe combined organic layers were washed with brine
5. 5
   أخرىdried
6. 6
   تركيزconcentrated
7. 7
   أخرىThe crude was purified by reverse phase chromatography on a silica C18 cartridge
8. 8
   غسيلeluting with water/acetonitrile

الإجراء التجريبي

To a solution of [2-(4-iodopyridin-2-yl)hydrazino](oxo)acetic acid (0.64 g, 2.10 mmol) in di-methylformamide (21 mL) was added diisopropylethylamine (1.65 mL, 9.47 mmol), pyrrolidine (0.74 mL, 8.84 mmol) and finally HATU (2.40 g, 6.31 mmol). The resulting mixture was stirred at room temperature under argon atmosphere for 18 hours. The solvent was removed under reduced pressure, water was added and it was extracted with ethyl acetate. The combined organic layers were washed with brine, dried and concentrated. The crude was purified by reverse phase chromatography on a silica C18 cartridge eluting with water/acetonitrile:methanol (1:1), using a gradient from 100% water to 100% acetonitrile:methanol (1:1), to yield the title compound (0.26 g, 30%) as a white solid.

المصدر