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HCID 86721254, compound → HCID 86721255, compound

HRID 1750410
Notes
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Reaction equation

HRID 1750410 reaction equation
[C:1]([N:5]1[C:9](/[CH:10]=[CH:11]/[C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)=[C:8]([C:20]([NH2:22])=[O:21])[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[H][H]>C1COCC1.C(O)C.[C].[Pd]>[C:1]([N:5]1[C:9]([CH2:10][CH2:11][C:12]2[CH:13]=[CH:14][C:15]([O:18][CH3:19])=[CH:16][CH:17]=2)=[C:8]([C:20]([NH2:22])=[O:21])[CH:7]=[N:6]1)([CH3:4])([CH3:2])[CH3:3]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 2

HCID 86721254HCID 86721254, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86721255HCID 86721255, compoundYield 99%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent
HCID 8028
Tetrahydrofuran
Solvent

Procedure

A mixed solution of the compound (80 mg, 0.27 mmol) obtained in step 1, 10% palladium carbon (28.4 mg, 0.27 mmol) in THF (15 mL) and ethanol (15 mL) was stirred under 1 atm hydrogen atmosphere at room temperature for 6 hr. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure to give 1-tert-butyl-5-(4-methoxyphenethyl)-1H-pyrazole-4-carboxamide (80 mg, 0.265 mmol, 99%) as a white powder.

Workup

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

Sources & evidence

ORD record
ord-7305b467a35749e1aa18ec903419fdd3
Source dataset
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09156837B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes