2,6-Dimethylpiperazine → HCID 67925873, compound

HRID 1073611Notes

Reaction equation

HRID 1073611 reaction equation
Cl[C:2]1[C:3]([F:21])=[CH:4][C:5]2[C:6]([CH:20]=1)=[N:7][C:8]1[N:9]([CH3:19])[CH:10]=[C:11]([C:16]([OH:18])=[O:17])[C:12](=[O:15])[C:13]=1[CH:14]=2.[CH3:22][CH:23]1[CH2:28][NH:27][CH2:26][CH:25]([CH3:29])[NH:24]1>N1C=CC=CC=1>[OH2:15].[CH3:22][CH:23]1[NH:24][CH:25]([CH3:29])[CH2:26][N:27]([C:2]2[C:3]([F:21])=[CH:4][C:5]3[C:6]([CH:20]=2)=[N:7][C:8]2[N:9]([CH3:19])[CH:10]=[C:11]([C:16]([OH:18])=[O:17])[C:12](=[O:15])[C:13]=2[CH:14]=3)[CH2:28]1.[CH3:22][CH:23]1[NH:24][CH:25]([CH3:29])[CH2:26][N:27]([C:2]2[C:3]([F:21])=[CH:4][C:5]3[C:6]([CH:20]=2)=[N:7][C:8]2[N:9]([CH3:19])[CH:10]=[C:11]([C:16]([OH:18])=[O:17])[C:12](=[O:15])[C:13]=2[CH:14]=3)[CH2:28]1

Participants

4

Reactant 2

HCID 660562,6-DimethylpiperazineHCID 147005548-Chloro-7-fluoro-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid

Product 1

HCID 67925873HCID 67925873, compoundYield 75.7%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The reaction is carried out under the conditions of Reference Example 3 but starting from 1.7 g of 8-chloro-7-fluoro-1-methyl-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine-3-carboxylic acid and 2.5 g of 2,6-dimethylpiperazine in 20 cm3 of pyridine. 1.1 g of 8-(3,5-dimethyl-1-piperazinyl)-7-fluoro-1-methyl-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine-3-carboxylic acid hemihydrate are obtained in the form of a yellow solid melting at 294°-295° C.

Sources & evidence

ORD record
ord-71d09655ec714f6681af0f0d0646c009
Source dataset
uspto-grants-1990_11
Patent number
US04970213

Reaction notes

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