methyl 4-(4-ethenyl-1-methyl-1H-pyrazol-5-yl)-2-thiophenecarboxylate → HCID 57826509, compound

HRID 1961200Notes

Reaction equation

HRID 1961200 reaction equation
[CH:1]([C:3]1[CH:4]=[N:5][N:6]([CH3:17])[C:7]=1[C:8]1[CH:9]=[C:10]([C:13]([O:15][CH3:16])=[O:14])[S:11][CH:12]=1)=[CH2:2]>C(OCC)(=O)C.[Pd]>[CH2:1]([C:3]1[CH:4]=[N:5][N:6]([CH3:17])[C:7]=1[C:8]1[CH:9]=[C:10]([C:13]([O:15][CH3:16])=[O:14])[S:11][CH:12]=1)[CH3:2]

Participants

4

Reactant 1

HCID 57826468methyl 4-(4-ethenyl-1-methyl-1H-pyrazol-5-yl)-2-thiophenecarboxylate

Product 1

HCID 57826509HCID 57826509, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a 100 mL round-bottomed flask was added methyl 4-(4-ethenyl-1-methyl-1H-pyrazol-5-yl)-2-thiophenecarboxylate and 10% Pd/C in ethyl acetate (15 mL). The mixture was evacuated slightly, refilled with H2 from a balloon and stirred vigorously under an atmosphere of H2 for 1 hour. The reaction was filtered through a 0.2 μm PTFE membrane filter and used without further purification (153 mg, 0.60 mmol, 87%): LC-MS (ES) m/z=251 (M+H)+.

Workup

  1. customThe mixture was evacuated slightly
  2. additionrefilled with H2 from a balloon
  3. filtrationThe reaction was filtered through a 0.2 μm PTFE membrane
  4. filtrationfilter
  5. customused without further purification (153 mg, 0.60 mmol, 87%)

Sources & evidence

ORD record
ord-edb49e7458b2449f8679b39586e0bd74
Source dataset
uspto-grants-2013_04
Patent number
US08410158B2

Reaction notes

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