HCID 12788721, compound → HCID 12788722, compound

HRID 847773Notes

Reaction equation

HRID 847773 reaction equation
Cl[CH:2]1[C:6]2=[N:7][C:8]3[N:9]([CH2:21][CH3:22])[CH:10]=[C:11]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:12](=[O:15])[C:13]=3[CH:14]=[C:5]2[O:4][CH2:3]1>CO.[Pd]>[CH2:21]([N:9]1[C:8]2[N:7]=[C:6]3[CH2:2][CH2:3][O:4][C:5]3=[CH:14][C:13]=2[C:12](=[O:15])[C:11]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:10]1)[CH3:22]

Participants

4

Reactant 1

HCID 12788721HCID 12788721, compound2×

Product 1

HCID 12788722HCID 12788722, compoundYield 89.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

300 mg of the crude ethyl 3-chloro-5-ethyl-8-oxo-2,3,5,8-tetrahydrofuro[3,2-b]-1,8-naphthyridine-7-carboxylate (Compound XII where R1 =R3 =C2H5) obtained above was dissolved in 30 ml of methanol, which was reduced over 5% palladium black (200 mg) under atmospheric pressure. After reaction, the catalyst was filtered off and the solvent was distilled off under reduced pressure to obtain 240 mg of crude ethyl 5-ethyl-8-oxo-2,3,5,8-tetrahydrofuro[3,2-b]-1,8-naphthyridine-7-carboxylate.

Workup

  1. customAfter reaction
  2. filtrationthe catalyst was filtered off
  3. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-a51821e6d4b9485195019214f1c2090f
Source dataset
uspto-grants-1981_10
Patent number
US04293695

Reaction notes

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