tert-Butyl 4-(2-chloropyrimidin-4-yl)piperazine-1-carboxylate Chemical Properties

Boiling point:

451.8±35.0 °C(Predicted)

Density 

1.253±0.06 g/cm3(Predicted)

storage temp. 

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

pka

4.51±0.31(Predicted)

Appearance

White to yellow Solid

Safety Information

HS Code 

2933599590

tert-Butyl 4-(2-chloropyrimidin-4-yl)piperazine-1-carboxylate Usage And Synthesis

Synthesis

General procedure for the synthesis of 2-chloro-4-(4-BOC-1-piperazinyl)pyrimidine from 2,4-dichloropyrimidine and N-BOC-piperazine: 2,4-dichloropyrimidine (2.0 g, 13.43 mmol) was accurately weighed and dissolved in N,N-dimethylformamide (DMF) (15 mL), followed by the addition of triethylamine (TEA) (2.72 g, 26.85 mmol) and 1-Boc piperazine (2.75 g, 14.77 mmol). The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the reaction endpoint was confirmed by thin layer chromatography (TLC) monitoring. The reaction mixture was slowly poured into 200 mL of ice water, at which point a large amount of white solid precipitated. The white solid was collected by filtration and washed with an appropriate solvent and finally dried to afford the target product 2-chloro-4-(4-BOC-1-piperazinyl)pyrimidine (3.8 g, 13.43 mmol).

References

[1] Patent: CN108503645, 2018, A. Location in patent: Paragraph 0117-0119
[2] Patent: US2009/163508, 2009, A1. Location in patent: Page/Page column 14
[3] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 4, p. 1468 - 1478
[4] Organic Letters, 2018, vol. 20, # 2, p. 473 - 476
[5] Patent: WO2017/58503, 2017, A1. Location in patent: Page/Page column 419; 421; 422

tert-Butyl 4-(2-chloropyrimidin-4-yl)piperazine-1-carboxylate(221050-88-0)Related Product Information

• Hydrochlorothiazide
• 2-Chloro-4-(4-methylpiperazin-1-yl)pyrimidine
• 2-Chloro-4-(piperazin-1-yl)pyrimidine
• tert-Butyl 1-piperazinecarboxylate
• 2-CHLORO-N-ETHYL-N-METHYL-4-PYRIMIDINAMINE
• N-Boc-N-methylethylenediamine
• tert-Butyl 4-(2-chloropyrimidin-4-yl)piperazine-1-carboxylate