Hydrochloric Acid → HCID 23369808, compound

HRID 1900773Notes

Reaction equation

HRID 1900773 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][C:5]([NH:7][CH2:8][CH:9]1[O:23][C:12]2=[C:13]3[C:18](=[C:19]([CH3:21])[CH:20]=[C:11]2[CH2:10]1)[NH:17][C:16](=[O:22])[CH:15]=[CH:14]3)=[O:6].[H][H].CO>O.[Pd]>[NH2:2][CH2:3][CH2:4][C:5]([NH:7][CH2:8][CH:9]1[O:23][C:12]2=[C:13]3[C:18](=[C:19]([CH3:21])[CH:20]=[C:11]2[CH2:10]1)[NH:17][C:16](=[O:22])[CH2:15][CH2:14]3)=[O:6]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 23369630HCID 23369630, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 23369808HCID 23369808, compoundYield 73.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

A hydrochloric acid salt of 2-(β-Alanylaminomethyl)-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one (1.10 g, 3.26 mmol) was dissolved in water (50 ml). To the obtained solution, 10% palladium-on-carbon (1.10 g) was added, followed by stirring at 80° C. for 3 hours in the atmosphere of hydrogen. The reaction mixture was filtered, and the filtrate was condensed under reduced pressure. The resultant residue was submitted to a recrystallizing procedure using methanol to obtain 727 mg of the title compound as colorless powdery crystals (66.1%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. customcondensed under reduced pressure

Sources & evidence

ORD record
ord-f28dd92fcf1d4ac090ff80c1f91ad323
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

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