HCID 68576099, compound → HCID 68574310, compound

HRID 1948992Notes

Reaction equation

HRID 1948992 reaction equation
[CH3:1][O:2][C:3]1[CH:28]=[CH:27][CH:26]=[CH:25][C:4]=1[CH2:5][NH:6][C:7]1[CH:16]=[CH:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12](/[CH:17]=[CH:18]/[C:19]3[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=3)[CH:13]=2)[N:8]=1.[H][H]>C(O)C.[Pd]>[CH3:1][O:2][C:3]1[CH:28]=[CH:27][CH:26]=[CH:25][C:4]=1[CH2:5][NH:6][C:7]1[CH:16]=[CH:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([CH2:17][CH2:18][C:19]3[CH:20]=[CH:21][N:22]=[CH:23][CH:24]=3)[CH:13]=2)[N:8]=1

Participants

5

Reactant 2

HCID 68576099HCID 68576099, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68574310HCID 68574310, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

(2-Methoxy-benzyl)-[6-((E)-2-pyridin-4-yl-vinyl)-quinolin-2-yl]-amine (example 2, 51 mg, 0.139 mmol) was dissolved in 20 mL ethanol. Palladium on charcoal (10%, 15 mg, 0.014 mmol) was added and the reaction mixture war hydrogenated with a hydrogen balloon overnight. The palladium was filtered off and the solvent was evaporated. The title compound was obtained as a yellow oil (40 mg, 78%), MS: m/e=370.1 (M+H+).

Workup

  1. filtrationThe palladium was filtered off
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-a3b8e2446e024db0bce0f68ba516d779
Source dataset
uspto-grants-2013_03
Patent number
US08399674B2

Reaction notes

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