HCID 58073861, compound → HCID 45089370, compound

HRID 1470589Notes

Reaction equation

HRID 1470589 reaction equation
[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[C:6]([N+:12]([O-])=O)[C:5]=1[NH2:15].[H][H]>CO.[Pd]>[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[C:6]([NH2:12])[C:5]=1[NH2:15]

Participants

5

Reactant 2

HCID 58073861HCID 58073861, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 45089370HCID 45089370, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A slurry of 2-amino-5-methoxy-3-nitro-benzoic acid methyl ester (1 g, 4.4 mmol) and 10% Pd/C (0.2 g, 20%) in methanol was hydrogenated with a hydrogen balloon for 6 h. After the reaction was completed, the mixture was filtered through a celite bed and the filtrates were evaporated to dryness. The obtained residue was purified over silica gel column using (30% ethyl acetate/hexane) as eluent to obtain the title compound as off white solid.

Workup

  1. filtrationthe mixture was filtered through a celite bed
  2. customthe filtrates were evaporated to dryness
  3. customThe obtained residue was purified over silica gel column

Sources & evidence

ORD record
ord-41f5c2497ae442659aecd516ac46bea5
Source dataset
uspto-grants-2015_04
Patent number
US09006454B2

Reaction notes

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