Water → HCID 57204042, compound

HRID 1385110Notes

Reaction equation

HRID 1385110 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:13]=[C:12]2[C:8]([C:9]([CH2:20][CH3:21])=[N:10][N:11]2[CH:14]2[CH2:19][CH2:18][CH2:17][CH:16]=[CH:15]2)=[CH:7][CH:6]=1)=[O:4].O>C(OCC)(=O)C.[Pd]>[CH3:1][O:2][C:3]([C:5]1[CH:13]=[C:12]2[C:8]([C:9]([CH2:20][CH3:21])=[N:10][N:11]2[CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=[CH:7][CH:6]=1)=[O:4]

Participants

5

Reactant 2

HCID 962WaterHCID 54264252HCID 54264252, compound

Product 1

HCID 57204042HCID 57204042, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 417 mg (1.47 mmol, 1.0 equiv) 1-cyclohex-2-enyl-3-ethyl-1H-indazole-6-carboxylic acid methyl ester and 50 mg of 10% Pd/C, 50% water wet in 20 mL ethyl acetate was placed on a Parr® hydrogenation appartus and shaken under 45 psi H2 for 45 minutes. The reaction mixture was filtered through Celite®, and the filtrate concentrated on a rotary evaporator and dried at high vacuum, room temperature to give 399 mg (95%) of a clear oil: HRMS calcd for C17H22N2O2+H: 287.1759. Found: 287.1783.

Workup

  1. filtrationThe reaction mixture was filtered through Celite®
  2. concentrationthe filtrate concentrated on a rotary evaporator
  3. customdried at high vacuum, room temperature

Sources & evidence

ORD record
ord-d57bb49265dc443b830b9de6f168770d
Source dataset
uspto-grants-2001_07
Patent number
US06262040B1

Reaction notes

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