HCID 66955311, compound → HCID 66955104, compound

HRID 2088461Notes

Reaction equation

HRID 2088461 reaction equation
[C:1]([Si:5]([CH3:26])([CH3:25])[O:6][CH2:7][CH2:8][N:9]1[C:13]([CH3:14])=[CH:12][C:11]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[C:17]([N+:22]([O-])=O)[CH:16]=2)=[N:10]1)([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([Si:5]([CH3:26])([CH3:25])[O:6][CH2:7][CH2:8][N:9]1[C:13]([CH3:14])=[CH:12][C:11]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[C:17]([NH2:22])[CH:16]=2)=[N:10]1)([CH3:3])([CH3:2])[CH3:4]

Participants

4

Reactant 1

HCID 66955311HCID 66955311, compound

Product 1

HCID 66955104HCID 66955104, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-3-(4-methyl-3-nitro-phenyl)-1H-pyrazole (867 mg) was dissolved in ethanol and Palladium (10%) on activated carbon was added. The mixture was subject to barometric hydrogenation under balloon pressure for five hours at room temperature. The mixture was filtered and the filtrate was concentrated under reduced pressure to give crude 5-{1-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-1H-pyrazol-3-yl}-2-methyl-phenylamine as a white solid, which was used directly without further purification.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-46f9b8a67227408ba6d65ad3fd00e642
Source dataset
uspto-grants-2013_05
Patent number
US08435990B2

Reaction notes

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