HCID 117841056, compound → HCID 117840190, compound

HRID 714885Notes

Reaction equation

HRID 714885 reaction equation
[CH:1]1([C:4]2[CH:16]=[C:15]([N+:17]([O-])=O)[CH:14]=[CH:13][C:5]=2[C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7])[CH2:3][CH2:2]1>C(O)C.[C].[Pd]>[NH2:17][C:15]1[CH:14]=[CH:13][C:5]([C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7])=[C:4]([CH:1]2[CH2:3][CH2:2]2)[CH:16]=1

Participants

4

Reactant 1

HCID 117841056HCID 117841056, compound

Product 1

HCID 117840190HCID 117840190, compoundYield 67.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of tert-butyl 2-cyclopropyl-4-nitrobenzoate (500 mg) obtained in Step B of Example 301 in ethanol (5.0 mL) was added 10% palladium-carbon (100 mg), and the mixture was stirred at room temperature for 3 hr under hydrogen atmosphere (at normal pressures). The palladium-carbon was removed by filtration, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (300 mg).

Workup

  1. customThe palladium-carbon was removed by filtration
  2. customthe solvent was evaporated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate)

Sources & evidence

ORD record
ord-13d4e0ac97d54201aa05150dab60434c
Source dataset
uspto-grants-2015_11
Patent number
US09187453B2

Reaction notes

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