HCID 67066220, compound → HCID 57826573, compound

HRID 1845668Notes

Reaction equation

HRID 1845668 reaction equation
[CH:1]([C:3]1[CH:4]=[N:5][N:6]([CH2:18][CH3:19])[C:7]=1[C:8]1[CH:9]=[C:10]([C:13]([O:15][CH2:16]C)=[O:14])[S:11][CH:12]=1)=[CH2:2]>CCO.[Pd]>[CH2:18]([N:6]1[C:7]([C:8]2[CH:9]=[C:10]([C:13]([O:15][CH3:16])=[O:14])[S:11][CH:12]=2)=[C:3]([CH2:1][CH3:2])[CH:4]=[N:5]1)[CH3:19]

Participants

4

Reactant 1

HCID 67066220HCID 67066220, compound

Product 1

HCID 57826573HCID 57826573, compoundYield 98.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Pd/C (12 mg, 10%) was added to a solution of ethyl 4-(4-ethenyl-1-ethyl-1H-pyrazol-5-yl)-2-thiophenecarboxylate (150 mg, 0.57 mmol) in EtOH. The air in the system was removed by vacuum. The reaction mixture was stirred for 10 h under a balloon of hydrogen gas. The reaction was diluted with MeOH (2 mL) and filtered through Celite. Concentration of the reaction solution gave the title compound (149 mg, 94%) as a yellow oil: LC-MS (ES) m/z 265 (M+H)+.

Workup

  1. customThe air in the system was removed by vacuum
  2. additionThe reaction was diluted with MeOH (2 mL)
  3. filtrationfiltered through Celite

Sources & evidence

ORD record
ord-e4ebfacd03d145f1bdbe6d5c90b32a5a
Source dataset
uspto-grants-2015_02
Patent number
US08946278B2

Reaction notes

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