تفاعل #461283

معادلة التفاعل

sodium hydroxide

6-acetylamino-1-(3-methylbenzyl)-4-methyl-hexahydro-1H-1,4-diazepine

1H-indazole-3-carboxylic acid

1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride

→

title compound

المردود 32.4%

N-[1-(3-methylbenzyl)-4-methylhexahydro-1H-1,4-diazepin-6-yl]-1H-indazole-3-carboxamide

المردود 32.4%

المذيبات

hydrochloric acid

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter cooling
2. 2
   استخلاصextracted with chloroform
3. 3
   غسيلThe organic layer is washed with water
4. 4
   تجفيفdried over magnesium sulfate
5. 5
   أخرىThe solvent is evaporated under reduced pressure
6. 6
   أخرىto give an oil
7. 7
   workup.STIRRINGis stirred at 25° C. for 2 hours
8. 8
   غسيلThe reaction mixture is washed successively with water and 10% aqueous sodium hydroxide solution
9. 9
   تجفيفdried over magnesium sulfate
10. 10
    أخرىevaporated under reduced pressure
11. 11
    أخرىThe residue is chromatographed on silica gel with elution of acetone
12. 12
    workup.ADDITIONFractions containing the title compound
13. 13
    أخرىevaporated under reduced pressure

الإجراء التجريبي

A solution of 6-acetylamino-1-(3-methylbenzyl)-4-methyl-hexahydro-1H-1,4-diazepine (0.9 g) in 10% hydrochloric acid (20 ml) is refluxed with stirring for 2 hours. After cooling, the reaction mixture is basified with 48% aqueous sodium hydroxide solution and extracted with chloroform. The organic layer is washed with water and dried over magnesium sulfate. The solvent is evaporated under reduced pressure to give an oil. A mixture of this oil, 1H-indazole-3-carboxylic acid (530 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (630 mg) and dichloromethane (20 ml) is stirred at 25° C. for 2 hours. The reaction mixture is washed successively with water and 10% aqueous sodium hydroxide solution, dried over magnesium sulfate, and evaporated under reduced pressure. The residue is chromatographed on silica gel with elution of acetone. Fractions containing the title compound are pooled and evaporated under reduced pressure to give the title compound (0.4 g) as an oil.

المصدر