5-Amino-N-(2-{[ethyl(phenylmethyl)amino]methyl}-3,3,3-trifluoro-2-hydroxypropyl)-1-(4-fluorophenyl)-1H-pyrazole-4-carboxamide → HCID 59187223, compound

HRID 886703Notes

Reaction equation

HRID 886703 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=2)[N:5]=[CH:4][C:3]=1[C:14]([NH:16][CH2:17][C:18]([CH2:24][N:25](CC)[CH2:26][C:27]1C=CC=CC=1)([OH:23])[C:19]([F:22])([F:21])[F:20])=[O:15].[H][H]>C(O)C.[OH-].[OH-].[Pd+2]>[NH2:1][C:2]1[N:6]([C:7]2[CH:8]=[CH:9][C:10]([F:13])=[CH:11][CH:12]=2)[N:5]=[CH:4][C:3]=1[C:14]([NH:16][CH2:17][C:18]([CH2:24][NH:25][CH2:26][CH3:27])([OH:23])[C:19]([F:22])([F:21])[F:20])=[O:15]

Participants

5

Reactant 2

HCID 591872355-Amino-N-(2-{[ethyl(phenylmethyl)amino]methyl}-3,3,3-trifluoro-2-hydroxypropyl)-1-(4-fluorophenyl)-1H-pyrazole-4-carboxamideHCID 178418361HCID 178418361, compound

Product 1

HCID 59187223HCID 59187223, compoundYield 98.9%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

A solution of 5-amino-N-(2-{[ethyl(phenylmethyl)amino]methyl}-3,3,3-trifluoro-2-hydroxypropyl)-1-(4-fluorophenyl)-1H-pyrazole-4-carboxamide (0.39 g, 0.813 mmol) in ethanol (35 ml) was stirred under an atmosphere of hydrogen over Pearlman's catalyst (45 mg) for 7 hours (32 ml of hydrogen taken up). The catalyst was filtered off and the filtrate was evaporated to give the title compound (0.313 g) as a white solid.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-5ca63cf9d91c463387a6a81274276c25
Source dataset
uspto-grants-2012_08
Patent number
US08247377B2

Reaction notes

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