HCID 23076389, compound → HCID 178469746, compound

HRID 2221560Notes

Reaction equation

HRID 2221560 reaction equation
N1C=CC=C(C[O:8][C:9]2[C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:12][N:11]([CH2:19][C:20]3[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=3)[N:10]=2)C=1>[Pd].O1CCCC1>[OH:8][C:9]1[C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:12][N:11]([CH2:19][C:20]2[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=2)[N:10]=1

Participants

4

Reactant 1

HCID 23076389HCID 23076389, compound

Product 1

HCID 178469746HCID 178469746, compoundYield 74.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 3-(pyridin-3-ylmethoxy)-1-(pyridin-3-ylmethyl)-1H-pyrazole-4-carboxylate (1.14 g), 5% palladium on carbon (1.0 g) and tetrahydrofuran (100 mL) were stirred under a hydrogen atmosphere to perform catalytic reduction. After removing palladium on carbon by filtration, the filtrate was concentrated to give ethyl 3-hydroxy-1-(pyridin-3-ylmethyl)-1H-pyrazole-4-carboxylate as colorless crystals (0.62 g, yield 74%). The crystals were recrystallized from ethyl acetate-hexane. melting point: 148-149° C.

Workup

  1. customAfter removing palladium on carbon
  2. filtrationby filtration
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-34adac6303584d1bbbee621558bfcb7c
Source dataset
uspto-grants-2008_05
Patent number
US07368578B2

Reaction notes

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