Iodoethane → HCID 13076367, compound

HRID 223152Notes

Reaction equation

HRID 223152 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[N:10][C:11]=1[N:12]1[CH2:17][CH2:16][N:15]([C:18](=[O:23])[C:19]([F:22])([F:21])[F:20])[CH2:14][CH2:13]1)[NH:8][CH:7]=[C:6]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[C:5]2=[O:29].[CH2:30](I)[CH3:31].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:30]([N:8]1[C:9]2[C:4](=[CH:3][C:2]([F:1])=[C:11]([N:12]3[CH2:13][CH2:14][N:15]([C:18](=[O:23])[C:19]([F:21])([F:20])[F:22])[CH2:16][CH2:17]3)[N:10]=2)[C:5](=[O:29])[C:6]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:7]1)[CH3:31]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 20519045HCID 20519045, compound

Product 1

HCID 13076367HCID 13076367, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Ethyl 6-fluoro-1,4-dihydro-4-oxo-7-(4-trifluoroacetyl-1-piperazinyl)-1,8-naphthyridine-3-carboxylate was treated with ethyl iodide and potassium carbonate in dimethyl formamide by the same procedure as described in Example 1 to form ethyl 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-trifluoroacetyl-1-piperazinyl)-1,8-naphthyridine-3-carboxylate. This product was hydrolyzed by treating with aqueous potassium carbonate in a mixture of chloroform and methanol to give ethyl 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-1,8-naphthyridine-3-carboxylate, m.p. 150°-151° C.

Sources & evidence

ORD record
ord-a4cbcf7e07be46cd85d6763aafc42334
Source dataset
uspto-grants-1982_10
Patent number
US04352803

Reaction notes

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