HCID 13338332, compound → HCID 18687355, compound

HRID 1872703Notes

Reaction equation

HRID 1872703 reaction equation
[NH2:1][C:2]1[C:7]2[CH2:8][CH2:9][N:10]([CH3:13])[CH2:11][CH2:12][C:6]=2[C:5](Cl)=[CH:4][CH:3]=1>C(O)(=O)C.CO.[Pd]>[NH2:1][C:2]1[C:7]2[CH2:8][CH2:9][N:10]([CH3:13])[CH2:11][CH2:12][C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 1

HCID 13338332HCID 13338332, compound

Product 1

HCID 18687355HCID 18687355, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolventHCID 887MethanolSolvent

Procedure

9-Amino-6-chloro-3-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine, prepared according to R. M. DeMarinis et al, J. Med. Chem., 1984, 27, 918, (0.190 g, 0.90 mmol) was dissolved in 10% acetic acid in methanol (50 ml) and 10% Pd/C (150 mg) added. The mixture was stirred at room temperature, under hydrogen/atmos pressure for 4h, then filtered through Kieselguhr and evaporated in vacuo. Residual material was taken up into dichloromethane and 5% NaHCO3 solution; the organic layer was washed with brine, dried (Na2SO4) and evaporated in vacuo to afford the title compound as a colourless oil (133 mg).

Workup

  1. filtrationfiltered through Kieselguhr
  2. customevaporated in vacuo
  3. washthe organic layer was washed with brine
  4. dry with materialdried (Na2SO4)
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-7083a86823b44a008a0674ab7ad662e4
Source dataset
uspto-grants-2000_08
Patent number
US06110934

Reaction notes

Loading…