HCID 69585825, compound → HCID 62414059, compound

HRID 1828185Notes

Reaction equation

HRID 1828185 reaction equation
[CH3:1][O:2][C:3](=[O:18])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH:11]2[CH2:14][CH2:13][CH2:12]2)=[C:6]([N+:15]([O-])=O)[CH:5]=1>C(O)C.[Pd]>[CH3:1][O:2][C:3](=[O:18])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH:11]2[CH2:14][CH2:13][CH2:12]2)=[C:6]([NH2:15])[CH:5]=1

Participants

4

Reactant 1

HCID 69585825HCID 69585825, compound

Product 1

HCID 62414059HCID 62414059, compoundYield 128.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 4-cyclobutylamino-3-nitro-benzoic acid methyl ester (18.959, 56.3 mmol) in ethyl alcohol (300 ml) in a Parr shaker was added 10% Pd/C (0.67 g). The reaction was subjected to an atmosphere of hydrogen (50 psi) until the consumption of hydrogen ceased (2 hours). The reaction mixture was filtered through a pad of Celite® and concentrated to give 15.94 g of 3-Amino-4-cyclobutylamino-benzoic acid methyl ester as a solid.

Workup

  1. customThe reaction was subjected to an atmosphere of hydrogen (50 psi) until the consumption of hydrogen
  2. custom(2 hours)
  3. filtrationThe reaction mixture was filtered through a pad of Celite®
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-f509f8a49a13445982d6ba3052c3073d
Source dataset
uspto-grants-2006_06
Patent number
US07056918B2

Reaction notes

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