2-(1H-PYRAZOL-3-YL)PYRIDINE

2-(1H-PYRAZOL-3-YL)PYRIDINE Property

Melting point:

119-120°C

Boiling point:

362.2±17.0 °C(Predicted)

Density 

1.214±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

11.36±0.10(Predicted)

color 

White to Light yellow

λmax

303nm(CH3CN aq.)(lit.)

InChI

InChI=1S/C8H7N3/c1-2-5-9-7(3-1)8-4-6-10-11-8/h1-6H,(H,10,11)

InChIKey

HKEWOTUTAYJWQJ-UHFFFAOYSA-N

SMILES

C1(C2C=CNN=2)=NC=CC=C1

CAS DataBase Reference

75415-03-1(CAS DataBase Reference)

Safety

Hazard Codes 

Xi

HazardClass 

IRRITANT

HS Code 

2933199090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

2-(1H-PYRAZOL-3-YL)PYRIDINE Chemical Properties,Usage,Production

Uses

2-(1H-pyrazol-3-yl)pyridine is an organic intermediate that can be used to prepare a pyrazolidine alcohol-copper complex. This complex is a mononuclear Cu complex and exhibits antitumor activity.

Synthesis

Example 15 Synthesis of 2-(1H-pyrazol-3-yl)pyridine (17a): compound 16a (1 g, 6.2 mmol) was dissolved with hydrazine hydrate (2 mL) in ethanol (3.3 mL) and reacted at 60°C for 0.5 hrs. Upon completion of the reaction, the mixture was cooled to room temperature and the solvent was subsequently removed under vacuum to afford the pale yellow solid product 17a (874.7 mg) in 97.3% yield.1H-NMR (400 MHz, CDCl3): δ 8.66 (d, J = 4.8 Hz, 1H), 7.75 (d, J = 3.6 Hz, 2H), 7.67 (d, J = 2Hz, 1H), 7.23-7.27 (m, 1H), 6.81 (d, J = 2Hz, 1H).

References

[1] Patent: US2014/142144, 2014, A1. Location in patent: Paragraph 0235; 0236; 0237
[2] Patent: EP2738169, 2014, A1. Location in patent: Paragraph 0105; 0106; 0107
[3] Journal of the Chemical Society, Chemical Communications, 1994, # 24, p. 2751 - 2752
[4] European Journal of Inorganic Chemistry, 2007, # 26, p. 4197 - 4206