Hydrochloric Acid → HCID 67770758, compound

HRID 1900801Notes

Reaction equation

HRID 1900801 reaction equation
[NH2:1][CH2:2][CH:3]1[O:17][C:6]2=[C:7]3[C:12](=[C:13]([CH3:15])[CH:14]=[C:5]2[CH:4]1[CH2:18][OH:19])[NH:11][C:10](=[O:16])[CH:9]=[CH:8]3.[H][H].Cl>O.CO.[Pd]>[NH2:1][CH2:2][CH:3]1[O:17][C:6]2=[C:7]3[C:12](=[C:13]([CH3:15])[CH:14]=[C:5]2[CH:4]1[CH2:18][OH:19])[NH:11][C:10](=[O:16])[CH2:9][CH2:8]3

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 67771149HCID 67771149, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67770758HCID 67770758, compoundYield 77.3%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 962WaterSolvent

Procedure

(2RS,3SR)-2-Aminomethyl-3-hydroxymethyl-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one (550.0 mg, 2.12 mmol) was dissolved in water (50 ml). To the solution, 10% palladium-on-carbon (500 mg) was added, followed by stirring at 80° C. for 2 hours in the atmosphere of hydrogen. The reaction mixture was filtered, and the filtrate was condensed under reduced pressure, and the residue was dissolved in methanol. HCl--methanol solution was added thereto to convert the mixture to a hydrochloric acid salt. The salt was condensed, and recrystallized from methanol--ether. As a result, 430.1 mg of the title compound was obtained as colorless powdery crystals (78.2%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. customcondensed under reduced pressure
  3. additionHCl--methanol solution was added
  4. customcondensed
  5. customrecrystallized from methanol

Sources & evidence

ORD record
ord-bd088e82b57740b5b6f83a0184e9006c
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

Loading…