HCID 57749163, compound → HCID 57749194, compound

HRID 1874360Notes

Reaction equation

HRID 1874360 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:10]=[N:11][C:12]([N+:15]([O-])=O)=[CH:13][CH:14]=2)=[CH:4][C:3]=1[NH:18][C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22]>CO.[C].[Pd]>[NH2:15][C:12]1[N:11]=[CH:10][C:9]([O:8][C:5]2[CH:6]=[CH:7][C:2]([CH3:1])=[C:3]([NH:18][C:19](=[O:25])[O:20][C:21]([CH3:22])([CH3:23])[CH3:24])[CH:4]=2)=[CH:14][CH:13]=1

Participants

4

Reactant 1

HCID 57749163HCID 57749163, compound

Product 1

HCID 57749194HCID 57749194, compoundYield 122.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of tert-butyl {2-methyl-5-[(6-nitropyridin-3-yl)oxy]phenyl}carbamate (19.5 g, 45.3 mmol) in methanol (200 mL) was added palladium carbon (50% water-containing product, 2.99 g), and the mixture was stirred under a hydrogen atmosphere at room temperature for 16 hr. The reaction mixture was filtered through celite, and the filtrate was concentrated under reduced pressure to give the title compound (17.5 g, 98%) as a pale-yellow oil.

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-050bf2934a46476081f58934c94c1969
Source dataset
uspto-grants-2012_11
Patent number
US08304557B2

Reaction notes

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