1-(3-fluorophenethyl)-4-nitro-1H-pyrazole → HCID 68283584, compound

HRID 624004Notes

Reaction equation

HRID 624004 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][CH:17]=1)[CH2:5][CH2:6][N:7]1[CH:11]=[C:10]([N+:12]([O-])=O)[CH:9]=[N:8]1>[Pd].CO>[F:1][C:2]1[CH:3]=[C:4]([CH2:5][CH2:6][N:7]2[CH:11]=[C:10]([NH2:12])[CH:9]=[N:8]2)[CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 1

HCID 682827771-(3-fluorophenethyl)-4-nitro-1H-pyrazole

Product 1

HCID 68283584HCID 68283584, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a round bottom flask 1-(3-fluorophenethyl)-4-nitro-1H-pyrazole (785 mg, 3.34 mmol), Pd/C (79 mg) and MeOH (10.0 mL, degassed) was added. The flask was evacuated and backfilled with H2 and the reaction mixture was stirred under H2-atmosphere at rt for 18 h. The reaction mixture was filtered over celite, washed with MeOH and the solvent was removed under reduced pressure to yield 1-[2-(3-Fluoro-phenyl)-ethyl]-1H-pyrazol-4-ylamine as a red oil which was used without further purification. LC-MS conditions B: tR=0.41 min; [M+MeCN+H]+=247.32.

Workup

  1. customThe flask was evacuated
  2. filtrationThe reaction mixture was filtered over celite
  3. washwashed with MeOH
  4. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-bfb49a6995344296a99bed1e3fbbd9f5
Source dataset
uspto-grants-2016_04
Patent number
US09303023B2

Reaction notes

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