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HCID 86257708, compound → 1-(4-fluorophenyl)-1H-pyrazol-4-amine

HRID 1754382
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Reaction equation

HRID 1754382 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[C:11]([N+:13]([O-])=O)[CH:10]=[N:9]2)=[CH:4][CH:3]=1>CCO.[Pd]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH:12]=[C:11]([NH2:13])[CH:10]=[N:9]2)=[CH:6][CH:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 86257708HCID 86257708, compound

Product 1

HCID 435317151-(4-fluorophenyl)-1H-pyrazol-4-amineYield 96.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 1-(4-fluorophenyl)-4-nitropyrazole (0.820 g, 3.96 mmol) and 10% Pd/C (0.133 g, 50% wet by wt) in EtOH (50 mL) was fitted onto a Parr apparatus and agitated under H2 at 40 psi for 40 min. The reaction mixture was then filtered through filter paper. The filtrate was collected and concentrated in vacuo to give 1-(4-fluorophenyl)pyrazol-4-amine as an oil (0.675 g, 96%).

Workup

  1. customwas fitted onto a Parr apparatus
  2. filtrationThe reaction mixture was then filtered
  3. filtrationthrough filter paper
  4. customThe filtrate was collected
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a18390c029154e59af9a3eb968c86735
Source dataset
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09169248B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes