HCID 67009606, compound → HCID 67008582, compound

HRID 519806Notes

Reaction equation

HRID 519806 reaction equation
C([N:8]1[C:12]([NH:13][CH:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)=[C:11]([CH3:20])[CH:10]=[N:9]1)C1C=CC=CC=1>[OH-].[Pd+2].[OH-].C(O)=O>[CH3:20][C:11]1[CH:10]=[N:9][NH:8][C:12]=1[NH:13][CH:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1

Participants

4

Reactant 1

HCID 67009606HCID 67009606, compound

Product 1

HCID 67008582HCID 67008582, compoundYield 57.5%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 284Formic AcidSolvent

Procedure

A mixture of 1-benzyl-4-methyl-N-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-5-amine (1.9 g), activated carbon-supported 20 mass % palladium hydroxide (0.6 g) and formic acid (20 mL) was stirred at room temperature for 16 hr. The insoluble material was filtered off through celite, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound as a colorless solid (0.73 g, 40%).

Workup

  1. filtrationThe insoluble material was filtered off through celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-52306699120b420589ad185b2165b9e1
Source dataset
uspto-grants-2015_08
Patent number
US09115136B2

Reaction notes

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