HCID 178418361, compound → HCID 178433500, compound

HRID 1749260Notes

Reaction equation

HRID 1749260 reaction equation
[CH3:1][C:2]1[C:7]([N+:8]([O-])=O)=[C:6]([CH3:11])[N:5]=[C:4]([OH:12])[N:3]=1.[H][H]>CO.[Pd]>[NH2:8][C:7]1[C:2]([CH3:1])=[N:3][C:4]([OH:12])=[N:5][C:6]=1[CH3:11]

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178433502HCID 178433502, compound

Product 1

HCID 178433500HCID 178433500, compoundYield 103.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

Compound 1 (1.0 g), 5% Pd—C (131 mg) were suspended in methanol (60 mL). Evacuation and replacement with hydrogen were repeated three times. Subsequently, the suspension was vigorously stirred at room temperature (20 to 30° C.) for 8 hours under hydrogen atmosphere. After the reaction was completed, the mixture was filtered through Celite and the filtered product was washed with methanol. The filtrate was evaporated under reduced pressure to give 853 mg of a crude desired product of Compound 3 as a yellow solid.

Workup

  1. filtrationthe mixture was filtered through Celite
  2. washthe filtered product was washed with methanol
  3. customThe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-c5aba16849ac441c922df720c947379d
Source dataset
uspto-grants-2015_10
Patent number
US09156817B2

Reaction notes

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