HCID 67235239, compound → HCID 67235719, compound

HRID 1023526Notes

Reaction equation

HRID 1023526 reaction equation
[CH3:1][CH:2]([O:4][C:5]1[CH:6]=[C:7]([O:11][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][N:13]=2)[CH:8]=[CH:9][CH:10]=1)[CH3:3]>CO.[Pd]>[CH3:3][CH:2]([O:4][C:5]1[CH:6]=[C:7]([O:11][C:12]2[N:13]=[CH:14][C:15]([NH2:18])=[CH:16][CH:17]=2)[CH:8]=[CH:9][CH:10]=1)[CH3:1]

Participants

4

Reactant 1

HCID 67235239HCID 67235239, compound2×

Product 1

HCID 67235719HCID 67235719, compoundYield 93.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 2-({3-[(1-methylethyl)oxy]phenyl}oxy)-5-nitropyridine (Intermediate 28, 670 mg, 2.45 mmol) in methanol (50 mL) was added Pd/C (10%, 100 mg, 0.1 wet. e.q.) and the flask was filled in with H2. The resulting mixture was stirred at room temperature under H2 atmosphere overnight and filtered. The filtrate was concentrated under vacuum to afford the title compound as a brown solid (560 mg).

Workup

  1. additionthe flask was filled in with H2
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-de9fad0f9aa641928311a8992030f327
Source dataset
uspto-grants-2014_05
Patent number
US08722695B2

Reaction notes

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