9-oxo-9H-pyrrolo[1,2-a]indole-5-carboxylic acid (4-aminopyridin-3-yl)amide → 5-(3H-imidazo[4,5-c]pyridin-2-yl)pyrrolo[1,2-a]indol-9-one
Reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[NH:8][C:9]([C:11]1[CH:12]=[CH:13][CH:14]=[C:15]2[C:19]=1[N:18]1[CH:20]=[CH:21][CH:22]=[C:17]1[C:16]2=[O:23])=O>C(O)(=O)C>[N:1]1[C:2]2[CH:7]=[CH:6][N:5]=[CH:4][C:3]=2[NH:8][C:9]=1[C:11]1[C:19]2[N:18]3[CH:20]=[CH:21][CH:22]=[C:17]3[C:16](=[O:23])[C:15]=2[CH:14]=[CH:13][CH:12]=1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 200 °C
Procedure
In a 20 ml microwave reactor, a mixture of 256 mg of 9-oxo-9H-pyrrolo[1,2-a]indole-5-carboxylic acid (4-aminopyridin-3-yl)amide obtained according to the preceding stage, in 20 ml of glacial acetic acid, is heated at 200° C. for 30 minutes. The reaction medium is filtered through clarcel, washing being carried out with glacial acetic acid. The filtrate is evaporated to dryness under vacuum and the residue is taken up twice with toluene and each time re-evaporated to dryness under vacuum. The solid is triturated from isopropyl ether, filtered, and dried under vacuum at 40° C. overnight. 111 mg of 5-(3H-imidazo[4,5-c]pyridin-2-yl)pyrrolo[1,2-a]indol-9-one are obtained in the form of a solid, the characteristics of which are the following: