3-chloro-1-(pyridin-3-yl)-1H-pyrazole-4-carboxylic acid → 3-(3-chloro-1H-pyrazol-1-yl)pyridine

HRID 1484587Notes

Reaction equation

HRID 1484587 reaction equation
[Cl:1][C:2]1[C:6](C(O)=O)=[CH:5][N:4]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[N:3]=1>[Cu-]=O.CN(C)C(=O)C>[Cl:1][C:2]1[CH:6]=[CH:5][N:4]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[N:3]=1

Participants

4

Reactant 1

HCID 867058253-chloro-1-(pyridin-3-yl)-1H-pyrazole-4-carboxylic acid

Product 1

HCID 674995403-(3-chloro-1H-pyrazol-1-yl)pyridine

Reagents, catalysts & solvents 2

HCID 178419072HCID 178419072, compoundCatalystHCID 31374DimethylacetamideSolvent

Conditions

Temperature
125 °C

Procedure

In another embodiment, 3-chloro-1-(pyridin-3-yl)-1H-pyrazole-4-carboxylic acid (4) and copper (I) oxide are mixed with N,N-dimethylacetamide and heated to about 125° C. The 3-(3-chloro-1H-pyrazol-1-yl)pyridine (5b) can be isolated and purified by standard techniques.

Sources & evidence

ORD record
ord-78a20fc9126b4ef8977c69f7d587b452
Source dataset
uspto-grants-2016_08
Patent number
US09422265B2

Reaction notes

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