4-Chloro-6,7-dihydro-5H-cyclopenta-pyridin-7-OL Chemical Properties

Boiling point:

311.1±42.0 °C(Predicted)

Density 

1.405

storage temp. 

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

pka

12.83±0.20(Predicted)

Appearance

Light brown to brown Solid

Safety Information

HS Code 

2933998090

4-Chloro-6,7-dihydro-5H-cyclopenta-pyridin-7-OL Usage And Synthesis

Synthesis

The general procedure for the synthesis of 4-chloro-6,7-dihydro-5H-cyclopenta[B]pyridin-7-ol from 4-chloro-5,6-dihydro-7H-cyclopenta[B]pyridin-7-one was as follows: sodium tetrahydroborate (1.92 g, 50.67 mmol) was added batchwise to a methanol (80 mL) solution of intermediate 1 (7.72 g, 46.06 mmol) at 5 °C ) solution. The reaction mixture was stirred overnight at room temperature and subsequently poured into water. The mixture was extracted three times with ethyl acetate. The organic layers were combined, washed sequentially with water and sodium chloride solution, separated and dried over magnesium sulfate, filtered and the solvent concentrated to give Intermediate 3 (6.38 g, 81.7% yield, as a 50/50 RS mixture). The product can be used directly in subsequent reactions without further purification.

References

[1] Patent: WO2010/89327, 2010, A2. Location in patent: Page/Page column 42