HCID 14819420, compound → HCID 14819421, compound

HRID 654440Notes

Reaction equation

HRID 654440 reaction equation
[CH3:1][C:2]1([CH3:23])[CH:11]([OH:12])[CH:10]([N:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]2=[O:19])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([N+:20]([O-])=O)[CH:8]=2)[CH2:3]1>CO.[Pd]>[CH3:1][C:2]1([CH3:23])[CH:11]([OH:12])[CH:10]([N:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]2=[O:19])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([NH2:20])[CH:8]=2)[CH2:3]1

Participants

4

Reactant 1

HCID 14819420HCID 14819420, compound

Product 1

HCID 14819421HCID 14819421, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 1 g of 2,2-dimethyl-4-(2-oxo-1,2-dihydro-1-pyridyl)-6-nitro-1,2,3,4-tetrahydro-3-naphthol in 24 ml of methanol is hydrogenated at 20° and 1 bar over 0.5 g of 5% Pd-on-C until hydrogenation ceases. The mixture is filtered and evaporated and worked up in the customary manner (using dilute sodium hydroxide/methylene dichloride) to give 2,2-dimethyl-4-(2-oxo-1,2-dihydro-1-pyridyl)-6-amino-1,2,3,4-tetrahydro-3-naphthol.

Workup

  1. customis hydrogenated at 20°
  2. filtrationThe mixture is filtered
  3. customevaporated

Sources & evidence

ORD record
ord-e150aea1bdb346b89d0be8527d0e6302
Source dataset
uspto-grants-1992_07
Patent number
US05132307

Reaction notes

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