1-(3-Chloropropyl)piperidine HCl

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1-(3-Chloropropyl)piperidine HCl Basic information
Product Name:1-(3-Chloropropyl)piperidine HCl
Synonyms:1-(3-Chloropropyl)piperidine HCl;3-(1-piperidinyl)propyl chloride;3-piperidinopropyl chloride;Piperidine, 1-(3-chloropropyl)-
CAS:1458-63-5
MF:C8H16ClN
MW:161.67
EINECS:
Product Categories:
Mol File:1458-63-5.mol
1-(3-Chloropropyl)piperidine HCl Structure
1-(3-Chloropropyl)piperidine HCl Chemical Properties
Boiling point 95-103 °C(Press: 25 Torr)
density 0.9951 g/cm3
storage temp. Sealed in dry,Store in freezer, under -20°C
pka9.15±0.10(Predicted)
Safety Information
HS Code 2933399990
MSDS Information
1-(3-Chloropropyl)piperidine HCl Usage And Synthesis
Chemical PropertiesBoiling point 90℃/2kPa, hydrochloride is crystalline, melting point 218-220℃.
Uses1-(3-Chloropropyl)piperidine was used as a reactant in the preparation of non-imidazole heterocyclic histamine H3 receptor antagonists.
Synthesis
Piperidine

110-89-4

1-Bromo-3-chloropropane

109-70-6

1-(3-Chloropropyl)piperidine HCl

1458-63-5

General procedure: 160 g (1.016 mol) of 1-bromo-3-chloropropane was added to the reactor at a temperature of 20±5°C with constant stirring. 86.1 g (1.011 mol) of piperidine was slowly added dropwise over a period of 2-3 hours. After completion of the dropwise addition, the reaction was continued with stirring for 1 hour. Subsequently, 100 mL of 30% sodium hydroxide solution was added and the reaction was continued for 4 hours. Upon completion of the reaction, a liquid-liquid separation was carried out and the organic phase was dried over anhydrous sodium sulfate. Finally, 127 g of 1-(3-chloropropyl)piperidine was obtained in 78.56% yield.

References[1] Patent: CN104447620, 2016, B. Location in patent: Paragraph 0053-0055
[2] Patent: CN106749101, 2017, A. Location in patent: Paragraph 0037; 0038
[3] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 8, p. 2394 - 2399
[4] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 19, p. 4666 - 4670
[5] Pharmazie, 1980, vol. 35, # 2, p. 69 - 72
1-(3-Chloropropyl)piperidine HCl Preparation Products And Raw materials
Raw materialsN-(3-Chloropropyl)piperidine hydrochloride-->Piperidine-->1-Bromo-3-chloropropane
Preparation Products4-Chloro-6-methoxy-7-(3-piperidin-1-yl-propoxy)-quinazoline-->1-(3-Aminopropyl)piperidine
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