HDH-PHARMA 26173 Chemical Properties

Boiling point:

357.5±22.0 °C(Predicted)

Density 

1.531

storage temp. 

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

form 

solid

pka

10.46±0.40(Predicted)

Appearance

White to light yellow Solid

InChI

InChI=1S/C6H4ClN3/c7-6-4-3-9-10-5(4)1-2-8-6/h1-3H,(H,9,10)

InChIKey

FUXZQGSDRGDYGX-UHFFFAOYSA-N

SMILES

C1(Cl)=NC=CC2NN=CC1=2

Safety Information

HS Code 

2933399990

HDH-PHARMA 26173 Usage And Synthesis

Uses

4-Chloro-1H-pyrazolo[4,3-c]pyridine is used to prepare gp120-?CD4 inhibitors.

Synthesis

General procedure for the synthesis of 4-chloro-1H-pyrazolo[4,3-c]pyridine using 2,4-dichloronicotinaldehyde as starting material: intermediate 1 (1.7 g, 9.7 mmol) was dissolved in dimethoxyethane (12 ml) at room temperature, followed by addition of hydrazine monohydrate (1.2 ml, 38.6 mmol). The reaction mixture was stirred at 75°C overnight. Upon completion of the reaction, the mixture was concentrated to dryness and the resulting crude product was purified by fast chromatography using 20% to 100% ethyl acetate/petroleum ether gradient elution to afford the target product, 4-chloro-1H-pyrazolo[4,3-c]pyridine, as a white solid (0.82 g, 56% yield). The structure of the product was confirmed by 1H NMR (400 MHz, DMSO-d6): δ 7.60 (d, J = 6.9 Hz, 1H), 8.14 (d, J = 6.0 Hz, 1H), 8.32 (s, 1H); mass spectra (ES + APCI)+: m/z 154 [M + H]+.

References

[1] Patent: WO2012/38743, 2012, A1. Location in patent: Page/Page column 82
[2] Patent: WO2010/106333, 2010, A1. Location in patent: Page/Page column 78-79
[3] Patent: WO2016/37578, 2016, A1. Location in patent: Page/Page column 118
[4] Patent: EP2857400, 2015, A1. Location in patent: Paragraph 1032
[5] Patent: WO2015/58084, 2015, A1. Location in patent: Paragraph 0403

HDH-PHARMA 26173(871836-51-0)Related Product Information

• 4-chloro-2,2'-bipyridine
• 5-chloro-2,8,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraene