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ChemicalBook >  Product Catalog >  Pharmaceutical intermediates >  Heterocyclic compound >  Pyridine compound >  Ethylpyridine >  (1-Methyl-4-piperidinyl)[3-[2-(3-chlorophenyl)ethyl]pyridinyl]methanone hydrochloride

(1-Methyl-4-piperidinyl)[3-[2-(3-chlorophenyl)ethyl]pyridinyl]methanone hydrochloride

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(1-Methyl-4-piperidinyl)[3-[2-(3-chlorophenyl)ethyl]pyridinyl]methanone hydrochloride Basic information

Product Name:
(1-Methyl-4-piperidinyl)[3-[2-(3-chlorophenyl)ethyl]pyridinyl]methanone hydrochloride
Synonyms:
  • (1-Methyl-4-piperidinyl)[3-[2-(3-chlorophenyl)ethyl]pyridinyl]methanone hydrochloride
  • [3-[2-(3-Chlorophenyl)ethyl]-2-pyridinyl](1-methyl-4-piperidinyl)methanone hydrochloride
  • (3-(3-Chlorophenethyl)pyridin-2-yl)(1-methyl-piperidin-4-yl)methanone hydrochloride
  • Loratadine Methanone Impurity
  • [3-[2-(3-chlorophenyl)ethyl]pyridin-2-yl]-(1-methylpiperidin-4-yl)methanone:hydrochloride
  • Loratadine Impurity 10 HCl
  • Desloratadine Methanone Impurity
  • (3-(3-chlorophenethyl)pyridin-
CAS:
119770-60-4
MF:
C20H24Cl2N2O
MW:
379.32
Mol File:
119770-60-4.mol
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(1-Methyl-4-piperidinyl)[3-[2-(3-chlorophenyl)ethyl]pyridinyl]methanone hydrochloride Chemical Properties

Melting point:
183-185 °C
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(1-Methyl-4-piperidinyl)[3-[2-(3-chlorophenyl)ethyl]pyridinyl]methanone hydrochloride Usage And Synthesis

Uses

(1-Methyl-4-piperidinyl)[3-[2-(3-chlorophenyl)ethyl]pyridinyl]methanone hydrochloride is an important fine chemical, Desloratadine methanone impurity, which can be used in organic synthetic materials or chemical research.

Synthesis

(1-Methyl-4-piperidinyl)[3-[2-(3-chlorophenyl)ethyl]pyridinyl]methanone hydrochloride is prepared by the reaction of 4-chloro-1-methylpiperidine and 3-(3-chlorophenethyl)picolinonitrile. The specific synthesis steps are as follows:
Add magnesium (3.6g) and a small amount of iodine into the reaction flask under nitrogen protection,Add re-distilled THF (20ml), 1,2-dibromoethane (1ml), 4-chloro-N-methylpiperidine (1ml), and stir at 75°C; after the liquid surface of the system is foamed, add 4- Chloro-N-methylpiperidine (20.4ml) was dissolved in THF (240ml) and slowly added dropwise. After the dropwise addition, it was reacted for 1h and cooled to room temperature for later use. Compound V (26.0g, 107mmol) was dissolved in THF (250ml) under nitrogen protection;Add the prepared Grignard reagent dropwise to the reaction flask at room temperature to control the temperature of the system; after the dropwise addition, control the temperature of the system at 40-50°C and continue the reaction for 1 hour. After the reaction is completed, adjust the pH of the reaction solution to below 2 with a 2mol/L HCl solution, and continue the reaction at room temperature for 1 hour; after the reaction is completed, THF is distilled off under reduced pressure, and then the pH value of the solution is adjusted with a 50% NaOH solution. Adjust to 3-4, crystallize in an ice-water bath, filter and wash, and dry the solid to obtain a pale yellow powder ((1-Methyl-4-piperidinyl)[3-[2-(3-chlorophenyl)ethyl]pyridinyl]methanone hydrochloride, 33.8 g, 83.3%).

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