HCID 68182744, compound → HCID 68182616, compound

HRID 524397Notes

Reaction equation

HRID 524397 reaction equation
[N+:1]([C:4]1[N:9]=[CH:8][C:7]([O:10][C:11]2[CH:12]=[C:13]([CH:21]=[CH:22][CH:23]=2)[C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[CH:6][CH:5]=1)([O-])=O>C(OCC)(=O)C.[Pd]>[NH2:1][C:4]1[N:9]=[CH:8][C:7]([O:10][C:11]2[CH:12]=[C:13]([CH:21]=[CH:22][CH:23]=2)[C:14]([O:16][C:17]([CH3:19])([CH3:20])[CH3:18])=[O:15])=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 68182744HCID 68182744, compound

Product 1

HCID 68182616HCID 68182616, compoundYield 99.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl 3-[(6-nitro-3-pyridyl)oxy]benzoate (1.0 g, 3.161 mmol), in ethyl acetate (20 mL) was added 10% Pd on carbon (0.2 g, 20% w/w), and reaction mixture was stirred under H2 gas balloon for 6 h. Completion of reaction was confirmed by TLC. Reaction mixture was filtered through celite pad washed with ethyl acetate, filtrate was concentrated under reduced pressure to afford pure product (0.9 g).

Workup

  1. customCompletion of reaction
  2. customReaction mixture
  3. filtrationwas filtered through celite pad
  4. washwashed with ethyl acetate, filtrate
  5. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-d4f75d19ae81401fac01317e2db0934f
Source dataset
uspto-grants-2016_05
Patent number
US09340506B2

Reaction notes

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