تفاعل #461284

معادلة التفاعل

6-Amino-1-(2,5-dimethylbenzyl)-4-methylhexahydro-1H-1,4-diazepine

1H-indazole-3-carboxylic acid

→

title compound

المردود 67.4%

N-[1-(2,5-dimethylbenzyl)-4-methylhexahydro-1H-1,4-diazepin-6-yl]-1H-indazole-3-carboxamide

المردود 67.4%

المذيبات

N,N-dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe mixture is heated at 60° C. for 2 hours
2. 2
   أخرىThe solvent is evaporated under reduced pressure
3. 3
   workup.ADDITIONthe residue is diluted with water
4. 4
   استخلاصextracted with chloroform
5. 5
   غسيلThe organic layer is washed successively with water and aqueous sodium hydroxide solution
6. 6
   تجفيفdried over sodium sulfate
7. 7
   أخرىThe solvent is evaporated under reduced pressure
8. 8
   أخرىthe residue is chromatographed on silica gel with elution of acetone
9. 9
   workup.ADDITIONFractions containing the title compound
10. 10
    أخرىevaporated under reduced pressure

الإجراء التجريبي

To a solution of 1H-indazole-3-carboxylic acid (1.0 g) in N,N-dimethylformamide (20 ml), N,N'-carbonyldiimidazole (1.1 g) is added, and the mixture is heated at 60° C. for 2 hours. 6-Amino-1-(2,5-dimethylbenzyl)-4-methylhexahydro-1H-1,4-diazepine (1.5 g) is added to the reaction mixture, and the mixture is heated at 60° 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 water and aqueous sodium hydroxide solution, and dried over sodium sulfate. The solvent is evaporated under reduced pressure, and 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 (1.6 g) as an oil. The free base thus obtained is converted to the fumarate of the title compound in a usual manner, m.p. 168°-170° C. (recrystallized from ethanol).

المصدر