HCID 178526599, compound → HCID 178507526, compound

HRID 1628221Notes

Reaction equation

HRID 1628221 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[CH:14]=[CH:13][NH:12][N:11]=2)[CH:7]=[CH:8][CH:9]=1)([O-])=O>CO.[Pd]>[NH:12]1[CH:13]=[CH:14][C:10]([C:6]2[CH:5]=[C:4]([NH2:1])[CH:9]=[CH:8][CH:7]=2)=[N:11]1

Participants

4

Reactant 1

HCID 178526599HCID 178526599, compound

Product 1

HCID 178507526HCID 178507526, compoundYield 96.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 3-(3-nitrophenyl)-1H-pyrazole 12.A (490 mg, 2.59 mmol, available from Oakwood) in methanol (5 mL) was added 10% Pd on carbon by weight (100 mg). The air was evacuated from the reaction flask and was replaced with hydrogen. The resulting slurry was stirred overnight at room temperature. The reaction mixture was filtered, and the mother liquor condensed to afford 3-(1H-pyrazol-3-yl)benzenamine 12.B (397 mg, 96% yield).

Workup

  1. customThe air was evacuated from the reaction flask
  2. filtrationThe reaction mixture was filtered
  3. customthe mother liquor condensed

Sources & evidence

ORD record
ord-ee33acae7f0a4ba39d4c687744b00a6d
Source dataset
uspto-grants-2014_07
Patent number
US08785468B2

Reaction notes

Loading…