Methanol → HCID 59427338, compound

HRID 1042879Notes

Reaction equation

HRID 1042879 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([C:13]([C:15]3[CH:20]=[CH:19][C:18]([N+:21]([O-])=O)=[CH:17][CH:16]=3)=[CH2:14])=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1.CO.[H][H]>[Pd].CCOC(C)=O>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([CH:13]([C:15]3[CH:16]=[CH:17][C:18]([NH2:21])=[CH:19][CH:20]=3)[CH3:14])=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1

Participants

6

Reactant 3

HCID 887MethanolHCID 67317831HCID 67317831, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 59427338HCID 59427338, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 7-methoxy-4-(1-(4-nitrophenyl)vinyl)quinoline (0.146 g, 0.477 mmol) and Palladium on carbon, 10% (0.152 g, 1.43 mmol) in EtOAc (10 mL) and MeOH (1 mL) at RT was exposed to an atmosphere of Hydrogen (balloon). After 3 hrs, the mixture was filtered through celite and concentrated in vacuo to afford 4-(1-(7-methoxyquinolin-4-yl)ethyl)benzenamine as a white foam. MH+=279.1.

Workup

  1. customat RT
  2. filtrationthe mixture was filtered through celite and
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8eba784f24764799b1f9c03d05c78cde
Source dataset
uspto-grants-2013_10
Patent number
US08557816B2

Reaction notes

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