5-PYRIDIN-3-YL-1H-PYRAZOLE-3-CARBOXYLIC ACID Chemical Properties

Melting point:

308-310℃ (DEC.)

Boiling point:

541.4±40.0 °C(Predicted)

Density 

1.432

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

3.56±0.10(Predicted)

Appearance

White to off-white Solid

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22-36-20/21/22

Safety Statements 

26-36/37-24/25

HazardClass 

IRRITANT

HS Code 

29331990

5-PYRIDIN-3-YL-1H-PYRAZOLE-3-CARBOXYLIC ACID Usage And Synthesis

Chemical Properties

Off-white solid

Synthesis

General procedure for the synthesis of 5-(pyridin-3-yl)-1H-pyrazole-3-carboxylic acid from ethyl 5-(pyridin-3-yl)-1H-pyrazole-3-carboxylate: sodium hydroxide (0.06 g, 15 mmol), ethyl 5-(pyridin-3-yl)-1H-pyrazole-3-carboxylate (1.763 g, 8 mmol), tetrahydrofuran (16 mL), methanol (15 mL) and water (8 mL) was stirred at 65 °C for 4 hours. After completion of the reaction, the solvent was removed under reduced pressure. The obtained residue was diluted with water and the solution was neutralized with cold aqueous hydrochloric acid (6 mol/L) to pH 5. The white precipitate was collected and washed with water to afford the crude product 5-(pyridin-3-yl)-1H-pyrazole-3-carboxylic acid (1.361 g, 90% yield). The crude product was purified by silica gel column chromatography.5-(Pyridin-3-yl)-1H-pyrazole-3-carboxylic acid was characterized as follows:IR (KBr, γ, cm^-1): 3423 (s, O-H stretching vibration), 1724 (s, C=O stretching vibration), 1573 (w), 1438 (w), 1389 (w), 1337 (m), 1292 ( m), 1243 (m), 762 (s), 703 (s), 636 (w).MS (ESI): m/z (%) = 233.8 [M+HCOOH-H]^-, 223.9 [M+Cl]^-, 188.1 [M-H]^-.

References

[1] Polyhedron, 2014, vol. 83, p. 143 - 149

5-PYRIDIN-3-YL-1H-PYRAZOLE-3-CARBOXYLIC ACID(374064-01-4)Related Product Information

• 5-PYRIDIN-3-YL-1H-PYRAZOLE-3-CARBOXYLIC ACID
• 5-(PYRIDIN-3-YL)-1H-PYRAZOLE-3-CARBOXYLIC ACID ETHYL ESTER
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• 1-PYRIDIN-2-YL-1H-PYRAZOLE-4-CARBOXYLIC ACID
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• 5-PYRIDIN-4-YL-1H-PYRAZOLE-3-CARBOXYLIC ACID ETHYL ESTER
• 5-PYRIDIN-2-YL-2H-PYRAZOLE-3-CARBOXYLIC ACID
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• 1-(2-methylphenyl)-5-(pyridin-4-yl)-1H-pyrazole-3-carboxylic acid
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• 1-(4-(METHYLSULFONYL)PHENYL)-3-(PYRIDIN-3-YL)-1H-PYRAZOLE-5-CARBOXYLIC ACID
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