HCID 20535520, compound → HCID 12905501, compound

HRID 1156212Notes

Reaction equation

HRID 1156212 reaction equation
[CH3:1][C:2]1[CH:19]=[CH:18][C:5]([CH2:6][CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][N:10]=2)=[CH:4][CH:3]=1.[H][H]>C(O)C.[Pd]>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][N:10]=2)=[CH:18][CH:19]=1

Participants

5

Reactant 2

HCID 20535520HCID 20535520, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12905501HCID 12905501, compoundYield 94.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2-(4-Methylphenethyloxy)-5-nitropyridine (3.7 g) and 1.7 g of 5% palladium charcoal were suspended in 37 ml of ethanol, and catalytic reduction was carried out until 1.1 liters of hydrogen were absorbed. After removal of the catalyst by filtration, the solvent was distilled out under reduced pressure. The crystals were collected on a glass filter and washed with ether to give 3.1 g of 2-(4-methylphenethyloxy)-5-aminopyridine as yellow crystals. Yield, 84.9%. M.P., 64.5°-65° C.

Workup

  1. customwere absorbed
  2. customAfter removal of the catalyst
  3. filtrationby filtration
  4. distillationthe solvent was distilled out under reduced pressure
  5. customThe crystals were collected on a glass
  6. filtrationfilter
  7. washwashed with ether

Sources & evidence

ORD record
ord-728c343c62ea4feda6a889506fa661f0
Source dataset
uspto-grants-1982_06
Patent number
US04334912

Reaction notes

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