HCID 66765443, compound → HCID 43369894, compound

HRID 577726Notes

Reaction equation

HRID 577726 reaction equation
[CH3:1][N:2]([CH3:15])[CH2:3][CH:4]([OH:14])[CH2:5][N:6]1[CH:10]=[C:9]([N+:11]([O-])=O)[CH:8]=[N:7]1>CCO.[OH-].[OH-].[Pd+2]>[NH2:11][C:9]1[CH:8]=[N:7][N:6]([CH2:5][CH:4]([OH:14])[CH2:3][N:2]([CH3:1])[CH3:15])[CH:10]=1

Participants

4

Reactant 1

HCID 66765443HCID 66765443, compound

Product 1

HCID 43369894HCID 43369894, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

Pd(OH)2 (25 mg) was added to a solution of 1-(dimethylamino)-3-(4-nitro-1H-pyrazol-1-yl)propan-2-ol (526 mg, 2.46 mmol) in EtOH (3 mL) and the mixture was stirred at rt under H2 balloon for 5 hrs. The mixture was filtered through Celite. The filtrate was concentrated to give the crude title compound as an orange oil (452 mg, 100%) which was used crude in subsequent steps. m/z (APCI+) for C8H16N4O 185.10 (M+H)+.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-8a11be3f6d2f472995294417359917af
Source dataset
uspto-grants-2015_05
Patent number
US09040547B2

Reaction notes

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