207726-35-0

Basic information

• Product Name: 4-[(4-Chlorophenyl)-2-pyridinylmethoxy]-1-piperidinecarboxylic acid ethyl ester
• Synonyms: 4-[(4-Chlorophenyl)-2-pyridinylmethoxy]-1-piperidinecarboxylic acid ethyl ester;Ethyl 4-[(4-chlorophenyl)-2-pyridinylMethoxy]-1-piperidinecarboxylate(For Bepotastine);1-Piperidinecarboxylic acid, 4-[(4-chlorophenyl)-2-pyridinylMethoxy]-, ethyl ester;ethyl 4-[(4-chlorophenyl)-(2-pyridyl)Methoxy]piperidine-1-carboxylate;Ethyl 4-((4-chlorophenyl)(pyridin-2-yl)methoxy)piperidine-1-carboxylate;Ethyl 4-[(4-chlorophenyl)-2-pyridinylMethoxy]-1-piperidinecarboxylate
• CAS NO: 207726-35-0
• Molecular Formula: C₂₀H₂₃ClN₂O₃
• Molecular Weight: 374.866
• EINECS: 1312995-182-4
• Mol File: 207726-35-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 485.4°C at 760 mmHg
• Flash Point: 247.4°C
• Appearance: /
• Density: 1.25
• Vapor Pressure: 1.41E-09mmHg at 25°C
• Refractive Index: 1.591
• Storage Temp.: 2-8°C
• PKA: 4.45±0.10(Predicted)
• CAS DataBase Reference: 4-[(4-Chlorophenyl)-2-pyridinylmethoxy]-1-piperidinecarboxylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[(4-Chlorophenyl)-2-pyridinylmethoxy]-1-piperidinecarboxylic acid ethyl ester(207726-35-0)
• EPA Substance Registry System: 4-[(4-Chlorophenyl)-2-pyridinylmethoxy]-1-piperidinecarboxylic acid ethyl ester(207726-35-0)

Safety Data

• Hazardous Substances Data: 207726-35-0(Hazardous Substances Data)

Usage

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.

InChI:InChI=1/C20H23ClN2O3/c1-2-25-20(24)23-13-10-17(11-14-23)26-19(18-5-3-4-12-22-18)15-6-8-16(21)9-7-15/h3-9,12,17,19H,2,10-11,13-14H2,1H3

Upstream product

• 27652-89-7 (4-chlorophenyl)-2-pyridylmethanol 
• 65214-82-6 4-hydroxy-piperidine-1-carboxylic acid ethyl ester 

Downstream Products

• 122368-54-1 4-[(4-chlorophenyl)(pyridin-2-yl)methoxy]piperidine 
• 1092777-18-8 (S)-bepotastine L-menthyl ester N-benzyloxycarbonyl-L-aspartate 
• 1092777-15-5 (R/S)-bepotastine L-menthyl ester 
• 190786-44-8 4-{4-[(4-chlorophenyl)(2-pyridyl)methoxy]piperidino}butyric acid besilate 
• 125602-71-3 [14C]-Bepotastine besilate 
• 210095-55-9 (S)-(-)-2-((4-chlorophenyl)(piperidin-4-yloxy)methyl)pyridine 
• 125602-71-3 Bepotastine 

Relevant articles and documents

Total synthesis method of bestatin

The method comprises the following steps: (4 - chlorophenyl) (2 - pyridyl) - methanol as a starting raw material, and sequential addition reaction. Examples of the etherification reaction include a deprotection reaction, a chiral resolution, a condensation reaction, a hydrolysis reaction, and the like. The synthesis method has the advantages of cheap and easily available raw materials, no need of expensive chiral catalysts, simpler synthesis method, mild conditions, less side reactions and low cost.

Method for preparing bepotastine besilate key intermediate

The invention relates to a method for preparing a bepotastine besilate key intermediate, in particular to 4-[(4-chlorphenyl)(2-pyridyl)methoxyl]piperidine-1-formate prepared from alpha-(4-chlorphenyl)-2-pyridinemethanol and 4-halogenated piperidine-1-carb

A novel synthetic method for bepotastine, a histamine H1 receptor antagonist

An efficient and alternative synthesis of enantiomerically pure (+)-(S)-4-(4-((4-chlorophenyl)(pyrid-2-yl)methoxy]piperidin-1-yl)butanoic acid, bepotastine (1) is described. The key resolution of (R/S)-bepotastine l-menthyl ester (3) is achived via diastereomeric salt crystallization using N-benzyloxycarbonyl-L-aspartic acid (NCbzLAA) as the resolving agent to provide (S)-bepotastine l-menthyl ester (S)-3. Hydrolysis of (S)-bepotastine l-menthyl ester (S)-3 afforded the desired bepotastine (1) with good yields and enantiopurity (> 99%). Finally, bepotastine besilate (4) and bepotastine calcium (5) are achived by salt formation of bepotastine (1) with benzene sulfonic acid and calcium salt respectively. The reaction conditions were optimized to make suitable for commercial scale production.