HCID 58710082, compound → HCID 206696, compound

HRID 624006Notes

Reaction equation

HRID 624006 reaction equation
[N+:1]([C:4]1[CH:5]=[N:6][N:7]([CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:8]=1)([O-])=O>CCOC(C)=O.CCO.O=[Pt]=O>[CH2:9]([N:7]1[CH:8]=[C:4]([NH2:1])[CH:5]=[N:6]1)[CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

5

Reactant 1

HCID 58710082HCID 58710082, compound

Product 1

HCID 206696HCID 206696, compound

Reagents, catalysts & solvents 3

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 4-nitro-1-phenethyl-1H-pyrazole (2.78 g, 12.87 mmol), in EtOAc (6 mL, degassed) and EtOH (18 mL, degassed), PtO2 (235 mg, 1.2 mmol) was added and the reaction mixture was stirred at rt under a H2-atmosphere for 18 h. The mixture was diluted with EtOH, filtered over celite and the filter cake was rinsed with EtOH. The filtrate was concentrated to obtain the title compound I-phenethyl-1H-pyrazol-4-ylamine as red solid. LC-MS conditions A: tR=0.54 min, [M+MeCN+H]+=229.04.

Workup

  1. filtrationfiltered over celite
  2. washthe filter cake was rinsed with EtOH
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-de9b7ca3e3604bbdaf37c53ba2042d53
Source dataset
uspto-grants-2016_04
Patent number
US09303023B2

Reaction notes

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