تفاعل #747134

معادلة التفاعل

ammonium chloride

Chlorocarbonyl-acetic acid methyl ester

4-[3-(4-Fluoro-phenyl)-6-methyl-1H-pyrrolo[3,2-b]pyridin-2-yl]-pyridin-2-ylamine

Chlorocarbonyl-acetic acid methyl ester

→

N-{4-[3-(4-Fluoro-phenyl)-6-methyl-1H-pyrrolo[3,2-b]pyridin-2-yl]-pyridin-2-yl}-malonamic acid methyl ester

المردود 15.4%

المذيبات

pyridine

ظروف التفاعل

المعالجة

1. 1
   أخرىprepared
2. 2
   أخرىat room temperature
3. 3
   استخلاصextracted with ethyl acetate
4. 4
   غسيلThe organic phase is washed with water
5. 5
   تجفيفdried over magnesium sulfate
6. 6
   تركيزAfter concentration the solid residue
7. 7
   أخرىis purified by chromatography on silica gel (ethyl acetate)

الإجراء التجريبي

Chlorocarbonyl-acetic acid methyl ester (129 mg, 0.9 mmole) is added to a solution of 200 mg (0.62 mmole) of 4-[3-(4-Fluoro-phenyl)-6-methyl-1H-pyrrolo[3,2-b]pyridin-2-yl]-pyridin-2-ylamine (prepared following the procedure for example 7) in 3 mL of pyridine at room temperature. After 30 hours at room temperature, Chlorocarbonyl-acetic acid methyl ester (129 mg, 0.9 mmole) is added again to the reaction mixture stirred 12 more hours at room temperature. The reaction mixture is then poured into ammonium chloride solution and extracted with ethyl acetate. The organic phase is washed with water and dried over magnesium sulfate. After concentration the solid residue is purified by chromatography on silica gel (ethyl acetate) to give 40 mg of N-{4-[3-(4-Fluoro-phenyl)-6-methyl-1H-pyrrolo[3,2-b]pyridin-2-yl]-pyridin-2-yl}-malonamic acid methyl ester as white solid.

المصدر