تفاعل #461290

معادلة التفاعل

6-amino-1-benzyl-3,4-dimethylhexahydro-1H-1,4-diazepine

1H-indazole-3-carboxylic acid

→

title compound

المردود 18.5%

N-(1-benzyl-3,4-dimethylhexahydro-1H-1,4-diazepin-6-yl)-1H-indazole-3-carboxamide

المردود 18.5%

المذيبات

N,N-dimethylformamide

N,N-dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solvent is evaporated under reduced pressure
2. 2
   workup.ADDITIONthe residue is diluted with water
3. 3
   استخلاصextracted with chloroform
4. 4
   غسيلThe organic layer is washed successively with 10% aqueous sodium hydroxide solution, water and saturated aqueous sodium chloride solution
5. 5
   تجفيفdried over sodium sulfate
6. 6
   أخرىThe solvent is evaporated under reduced pressure
7. 7
   أخرىthe residue is chromatographed on silica gel with elution 10% methanol-acetone
8. 8
   workup.ADDITIONFractions containing the title compound
9. 9
   أخرىevaporated under reduced pressure

الإجراء التجريبي

To a solution of 1H-indazole-3-carboxylic acid (2.2 g) in N,N-dimethylformamide (40 ml), N,N'-carbonyldiimidazole (2.2 g) is added, and the mixture is heated at 60° C. for 3.5 hours. A solution of 6-amino-1-benzyl-3,4-dimethylhexahydro-1H-1,4-diazepine (3.0 g) in N,N-dimethylformamide (10 ml) is added to the mixture, and the mixture is stirred at 25° C. for 2 hours. The solvent is evaporated under reduced pressure, and the residue is diluted with water and extracted with chloroform. The organic layer is washed successively with 10% aqueous sodium hydroxide solution, water and saturated aqueous sodium chloride solution, and dried over sodium sulfate. The solvent is evaporated under reduced pressure, and the residue is chromatographed on silica gel with elution 10% methanol-acetone. Fractions containing the title compound are pooled and evaporated under reduced pressure to give the title compound (0.9 g) which is one isomer with lower polarity in two isomers produced in the above reaction, m.p. 203°-205° C. (recrystallized from isopropyl alcohol).

المصدر