HCID 68515276, compound → HCID 59586800, compound

HRID 2091949Notes

Reaction equation

HRID 2091949 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([C:15](=[O:18])[NH:16][CH3:17])=[CH:11][CH:10]=2)[C:6]([C:19]([O:21][CH3:22])=[O:20])=[CH:5][C:4]=1[N+:23]([O-])=O>[Pd].CO>[NH2:23][C:4]1[CH:5]=[C:6]([C:19]([O:21][CH3:22])=[O:20])[C:7]([C:9]2[CH:10]=[CH:11][C:12]([C:15](=[O:18])[NH:16][CH3:17])=[CH:13][CH:14]=2)=[CH:8][C:3]=1[O:2][CH3:1]

Participants

4

Reactant 1

HCID 68515276HCID 68515276, compound

Product 1

HCID 59586800HCID 59586800, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The mixture of methyl 5-methoxy-4′-(methylcarbamoyl)-4-nitrobiphenyl-2-carboxylate (Step 1, 275 mg, 0.75 mmol), Pd (10% wt on active carbon, 27 mg) and MeOH (20 mL) is evacuated to remove air and then the reaction is stirred under a hydrogen balloon until the starting material is consumed. Pd/C is filtered off and the filtrate is concentrated in vacuo to afford Methyl 4-amino-5-methoxy-4′-(methylcarbamoyl)biphenyl-2-carboxylate; ESMS m/z 315.1 (M+H+).

Workup

  1. customis evacuated
  2. customto remove air
  3. customis consumed
  4. filtrationPd/C is filtered off
  5. concentrationthe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-a81eb8fdac80472092ce83b26f20d84d
Source dataset
uspto-grants-2013_05
Patent number
US08440681B2

Reaction notes

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