HCID 72479573, compound → HCID 23112893, compound

HRID 1170848Notes

Reaction equation

HRID 1170848 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:17]3[CH2:16][CH2:15][CH2:14][C:13](=[CH:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:12]=3[CH:11]=[N:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8]>C(O)(=O)C.O=[Pt]=O>[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:17]3[CH2:16][CH2:15][CH2:14][CH:13]([CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:12]=3[CH:11]=[N:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 1

HCID 72479573HCID 72479573, compound

Product 1

HCID 23112893HCID 23112893, compoundYield 66.3%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 176Acetic AcidSolvent

Procedure

PtO2 (30 mg) is added to a solution of a E/Z isomers mixture of ethyl (1-(3,4-dichlorophenyl)-1,5,6,7-tetrahydro-4H-indazol-4-ylidene)acetate (1.5 g, 4.27 mmol) in acetic acid (25 mL); the mixture is maintained under stirring under a pressure of 1 H2 atm. A sample is next extracted and a 1H NRM is done. The mixture is then filtered, diluted with AcOEt, and washed with H2O and with a saturated solution of NaHCO3. The solvent is next evaporated at reduced pressure, giving ethyl 2-(1-(3,4-dichlorophenyl)-4,5,6,7-tetrahydro-1H-indazol-4-yl)acetate (1.0 g, 2.83 mmol, purity 66%, oil).

Workup

  1. temperaturethe mixture is maintained
  2. extractionA sample is next extracted
  3. filtrationThe mixture is then filtered
  4. additiondiluted with AcOEt
  5. washwashed with H2O and with a saturated solution of NaHCO3
  6. customThe solvent is next evaporated at reduced pressure

Sources & evidence

ORD record
ord-c6a0d9e9ab7a48f28a624c590358698a
Source dataset
uspto-grants-2010_11
Patent number
US07829559B2

Reaction notes

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