Pyrrolidine → 6-Fluoro-2,9-dihydro-9-methyl-2-phenyl-4-(1-pyrrolidinylcarbonyl)-1H-pyrido[3,4-b]indol-1-one

HRID 1421221Notes

Reaction equation

HRID 1421221 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:11])[C:6]1[C:12](=[O:25])[N:13]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH:14]=[C:15]([C:16]([OH:18])=O)[C:5]2=1.[NH:26]1[CH2:30][CH2:29][CH2:28][CH2:27]1>CN(C)C=O>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:11])[C:6]1[C:12](=[O:25])[N:13]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH:14]=[C:15]([C:16]([N:26]3[CH2:30][CH2:29][CH2:28][CH2:27]3)=[O:18])[C:5]2=1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 18780524HCID 18780524, compound

Product 1

HCID 99083786-Fluoro-2,9-dihydro-9-methyl-2-phenyl-4-(1-pyrrolidinylcarbonyl)-1H-pyrido[3,4-b]indol-1-one

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 3.2 g (10 mmol) of 6-fluoro-9-methyl-1-oxo-2-phenyl-2,9-dihydro-1H-pyrido[3,4-b]indole-4-carboxylic acid and of 3.2 g (20 mmol) of N,N'-carbonyldiimidazole in 65 ml of N,N-dimethylformamide is stirred for 4 h at 60° C. 2.5 ml (30 zmol) of pyrrolidine are added at room temperature and the reaction mixture is stirred for 20 h.

Sources & evidence

ORD record
ord-2e6dd7dc74564fa590decd0bb829152d
Source dataset
uspto-grants-2000_06
Patent number
US06075021

Reaction notes

Loading…