HCID 73445030, compound → 1-Methyl-1,2,3,4-tetrahydroquinolin-4-amine

HRID 456779Notes

Reaction equation

HRID 456779 reaction equation
[CH3:1][N:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5](=[N:12]O)[CH2:4][CH2:3]1>CO.[OH-].[OH-].[Pd+2]>[CH3:1][N:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]([NH2:12])[CH2:4][CH2:3]1

Participants

4

Reactant 1

HCID 73445030HCID 73445030, compound

Product 1

HCID 184371651-Methyl-1,2,3,4-tetrahydroquinolin-4-amineYield 99.6%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

1-Methyl-2,3-dihydro-4(1H)-quinolinone oxime (360 mg) was dissolved in methanol (25 mL) and 20% Pd(OH)2 on carbon (100 mg) was added. The mixture was stirred under hydrogen atmosphere at room temperature for 1.5 hrs. The reaction mixture was filtered through a bed of Celite and washed with methanol. The filtrate was concentrated in vacuo to give the target compound as a colorless oil (330 mg)

Workup

  1. filtrationThe reaction mixture was filtered through a bed of Celite
  2. washwashed with methanol
  3. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-5fb2b7e5348a4224996d13b35946a6e2
Source dataset
uspto-grants-2007_03
Patent number
US07186731B2

Reaction notes

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