HCID 23076388, compound → HCID 178515970, compound

HRID 2221544Notes

Reaction equation

HRID 2221544 reaction equation
C([O:8][C:9]1[CH:13]=[C:12](/[CH:14]=[CH:15]/[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=2)[N:11]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[N:10]=1)C1C=CC=CC=1>[Pd].O1CCCC1>[C:22]1([N:11]2[C:12](/[CH:14]=[CH:15]/[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=3)=[CH:13][C:9]([OH:8])=[N:10]2)[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

4

Reactant 1

HCID 23076388HCID 23076388, compound

Product 1

HCID 178515970HCID 178515970, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

2-[(E)-2-(3-Benzyloxy-1-phenyl-1H-pyrazol-5-yl)ethenyl]pyridine (2.52 g), 5% palladium on carbon (3.0 g) and tetrahydrofuran (200 mL) were subjected to catalytic reduction under a hydrogen atmosphere and atmospheric pressure. The catalyst was filtered off and the filtrate was concentrated to give 1-phenyl-5-[(E)-2-pyridin-2-ylethenyl]-1H-pyrazol-3-ol as colorless crystals (1.50 g, yield 80%). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 167-168° C.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-e39e37f639dc4a53a38fd414a36416a2
Source dataset
uspto-grants-2008_05
Patent number
US07368578B2

Reaction notes

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