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

HRID 1525772Notes

Reaction equation

HRID 1525772 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>[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

3

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 1

HCID 14829Copper oxideCatalyst

Procedure

decarboxylating 3-chloro-1-(pyridin-3-yl)-1H-pyrazole-4-carboxylic acid (4) with copper oxide in a polar aprotic solvent at a temperature of about 80° C. to about 180° C. to provide 3-(3-chloro-1H-pyrazol-1-yl)pyridine (5b).

Workup

  1. customat a temperature of about 80° C. to about 180° C.

Sources & evidence

ORD record
ord-02e25f2c842d4ebd89975ea91831bf22
Source dataset
uspto-grants-2015_07
Patent number
US09085552B1

Reaction notes

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