HCID 66858086, compound → ethyl 2-(4,5,6,7-tetrahydro-1-phenyl-1H-indazol-4-yl)acetate

HRID 1943597Notes

Reaction equation

HRID 1943597 reaction equation
[C:1]1([N:7]2[C:15]3[CH2:14][CH2:13][CH2:12][C:11](=[CH:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:10]=3[CH:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CCO.[Pd]>[C:1]1([N:7]2[C:15]3[CH2:14][CH2:13][CH2:12][CH:11]([CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:10]=3[CH:9]=[N:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 66858086HCID 66858086, compound

Product 1

HCID 23112896ethyl 2-(4,5,6,7-tetrahydro-1-phenyl-1H-indazol-4-yl)acetateYield 99.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Pd—C (150 mg, 10%) is added to a solution of a mixture of E/Z isomers of ethyl (1,5,6,7-tetrahydro-1-phenyl-4H-indazol-4-ylidene)acetate (1.6 g, 5.67 mmol) in 50 mL of EtOH, and the resulting solution is stirred under nitrogen atmosphere (50 psi) in a Parr hydrogenator for 18 hours. The reaction mixture is purged with nitrogen, filtered through Celite and the solvent is evaporated under reduced pressure, to obtain ethyl 2-(4,5,6,7-tetrahydro-1-phenyl-1H-indazol-4-yl)acetate (1.60 g, 5.63 mmol, 99%, oil).

Workup

  1. customThe reaction mixture is purged with nitrogen
  2. filtrationfiltered through Celite
  3. customthe solvent is evaporated under reduced pressure

Sources & evidence

ORD record
ord-fb7d679b548b416c8f85edb21569ec0c
Source dataset
uspto-grants-2013_03
Patent number
US08394797B2

Reaction notes

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