4-[(4-Chlorophenyl)-2-pyridinylmethoxy]-1-piperidinecarboxylic acid ethyl ester

Base Information

• Chemical Name: 4-[(4-Chlorophenyl)-2-pyridinylmethoxy]-1-piperidinecarboxylic acid ethyl ester
• CAS No.: 207726-35-0
• Molecular Formula: C20H23ClN2O3
• Molecular Weight: 374.867
• Hs Code.: 2933990090
• Mol file: 207726-35-0.mol

Synonyms:Ethyl 4-[(4-chlorophenyl)-2-pyridinylmethoxy]-1-piperidinecarboxylate; Ethyl 4-[(4-Chlorophenyl)-2-Pyridinylmethoxy]-1-Piperidinecarboxylate(For Bepotastine)

Chemical Property of 4-[(4-Chlorophenyl)-2-pyridinylmethoxy]-1-piperidinecarboxylic acid ethyl ester

Chemical Property:

• Vapor Pressure: 1.41E-09mmHg at 25°C
• Boiling Point: 485.4°C at 760 mmHg
• PKA: 4.45±0.10(Predicted)
• Flash Point: 247.4°C
• PSA: 51.66000
• Density: 1.25g/cm³
• LogP: 4.39980
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl 4-((4-chlorophenyl)(pyridin-2-yl)methoxy)piperidine-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl 4-((4-Chlorophenyl)(pyridin-2-yl)methoxy)piperidine-1-carboxylate can be used in the preparation of [(chlorophenyl)(pyridinyl)methoxy]piperidinebutanoic acid (bepotastine) (CAT# B316095), which is a histamine H1 receptor antagonist.

Technology Process of 4-[(4-Chlorophenyl)-2-pyridinylmethoxy]-1-piperidinecarboxylic acid ethyl ester

There total 6 articles about 4-[(4-Chlorophenyl)-2-pyridinylmethoxy]-1-piperidinecarboxylic acid ethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.5%

(4-chlorophenyl)(pyridin-2-yl)methyl 2,2,2-trichloroacetimidate + 4-hydroxy-piperidine-1-carboxylic acid ethyl ester (65214-82-6) → 4-[(4-chlorophenyl)(2-pyridyl)methoxy]piperidine-1-carboxylic acid ethyl ester (207726-35-0)

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; at -5 - 10 ℃; for 0.5h; Solvent; Reagent/catalyst;

Reference yield: 91.6%

(4-chlorophenyl)-2-pyridylmethanol (27652-89-7) + C8H14ClNO2 → 4-[(4-chlorophenyl)(2-pyridyl)methoxy]piperidine-1-carboxylic acid ethyl ester (207726-35-0)

Guidance literature:

With sodium iodide; In toluene; for 6h; Reflux;

Reference yield:

(4-chlorophenyl)-2-pyridylmethanol (27652-89-7) + 4-hydroxy-piperidine-1-carboxylic acid ethyl ester (65214-82-6) → 4-[(4-chlorophenyl)(2-pyridyl)methoxy]piperidine-1-carboxylic acid ethyl ester (207726-35-0)

Guidance literature:

With sulfuric acid; In toluene; at 112 ℃; for 7h;

upstream raw materials:

(4-chlorophenyl)-2-pyridylmethanol

4-hydroxy-piperidine-1-carboxylic acid ethyl ester

Downstream raw materials:

4-[(4-chlorophenyl)(pyridin-2-yl)methoxy]piperidine

(S)-bepotastine L-menthyl ester N-benzyloxycarbonyl-L-aspartate

(R/S)-bepotastine L-menthyl ester

4-{4-[(4-chlorophenyl)(2-pyridyl)methoxy]piperidino}butyric acid besilate

Refernces

• 1、 -. "IMPROVED PROCESS FOR THE MANUFACTURE OF BEPOTASTINE AND ITS BESILATE SALT". . . Retrieved 2019/05/02.
• 2、 -. "Preparation method of 4-[(4-chlorphenyl) (2-pyridyl) methoxyl] piperidine". Paragraph 0023; 0024. . Retrieved 2017/02/09.