HCID 13041128, compound → HCID 13041129, compound

HRID 1759549Notes

Reaction equation

HRID 1759549 reaction equation
[F:1][B-](F)(F)F.[CH2:6]([O:8][C:9]([C:11]1[C:20](=[O:21])[C:19]2[C:14](=[N:15][C:16]([O:24][CH3:25])=[C:17]([N+]#N)[CH:18]=2)[N:13]([CH2:26][CH3:27])[CH:12]=1)=[O:10])[CH3:7]>C1(C)C(C)=CC=CC=1>[CH2:26]([N:13]1[C:14]2[C:19](=[CH:18][C:17]([F:1])=[C:16]([O:24][CH3:25])[N:15]=2)[C:20](=[O:21])[C:11]([C:9]([O:8][CH2:6][CH3:7])=[O:10])=[CH:12]1)[CH3:27]

Participants

3

Reactant 1

HCID 13041128HCID 13041128, compound

Product 1

HCID 13041129HCID 13041129, compoundYield 47.7%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A suspension of 10 g of 3-ethoxycarbonyl-1-ethyl-1,4-dihydro-7-methoxy-4-oxo-1,8-naphthyridine-6-diazonium tetrafluoroborate in 300 ml of xylene was heated under reflux for 30 minutes. After evaporation of the xylene, the residue was taken up in chloroform. The chloroform solution was washed with water and the solvent was distilled off. The crude product was chromatographed on silica gel with chloroform as an eluent to give 3.6 g of ethyl 1-ethyl-6-fluoro-1,4-dihydro-7-methoxy-4-oxo-1,8-naphthyridine-3-carboxylate, m.p. 181°-182° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 30 minutes
  3. customAfter evaporation of the xylene
  4. washThe chloroform solution was washed with water
  5. distillationthe solvent was distilled off
  6. customThe crude product was chromatographed on silica gel with chloroform as an eluent

Sources & evidence

ORD record
ord-c5f013d1b82b4053befdac79de7bc037
Source dataset
uspto-grants-1982_07
Patent number
US04341784

Reaction notes

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