153653-00-0

Basic information

• Product Name: METHYL 4-(PYRIDIN-2-YLOXY)BENZOATE
• Synonyms: METHYL 4-(PYRIDIN-2-YLOXY)BENZOATE;Methyl 4-(pyridin-2-yloxy)benzoate 97%
• CAS NO: 153653-00-0
• Molecular Formula: C₁₃H₁₁NO₃
• Molecular Weight: 229.23
• Mol File: 153653-00-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 68 °C
• Boiling Point: 353.907°C at 760 mmHg
• Flash Point: 167.837°C
• Appearance: /
• Density: 1.199g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.568
• CAS DataBase Reference: METHYL 4-(PYRIDIN-2-YLOXY)BENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4-(PYRIDIN-2-YLOXY)BENZOATE(153653-00-0)
• EPA Substance Registry System: METHYL 4-(PYRIDIN-2-YLOXY)BENZOATE(153653-00-0)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 153653-00-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H11NO3/c1-16-13(15)10-5-7-11(8-6-10)17-12-4-2-3-9-14-12/h2-9H,1H3

Upstream product

• 107263-95-6 N-fluoropyridinium triflate 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 107264-09-5 1-fluoro-pyridinium tetrafluoroborate 
• 109-09-1 2-chloropyridine 
• 109-04-6 2-bromo-pyridine 

Downstream Products

• 194017-70-4 2-(4-Hydroxymethylphenoxy)pyridine 
• 51363-00-9 4-(pyridin-2-yloxy)benzoic acid 

Relevant articles and documents

Transition-Metal-Catalyzed Transformation of Sulfonates via S-O Bond Cleavage: Synthesis of Alkyl Aryl Ether and Diaryl Ether

The catalytic conversion of sulfonates, a versatile class of pharmaceutical intermediates, is usually based on C-O bond cleavage. In this paper, however, we discover a rare transformation of sulfonates via S-O bond cleavage catalyzed by transition metal, through which alkyl sulfonates could undergo an intramolecular desulfitative C-O coupling to form aryl alkyl ethers in the presence of a nickel catalyst. Meanwhile, aryl sulfonates perform similarly to give diaryl ethers catalyzed by a palladium complex. This transformation could tolerate a wide range of functionalities. Controlled experiments reveal that the 2-pyridyl group is necessary to promote the reaction as designed. Crossover experiments proved that this transformation might proceed partly in an intermolecular pathway.

Heterobiaryl and heterobiaryl ether derived M5 positive allosteric modulators

This Letter describes a chemical lead optimization campaign directed at VU0238429, the first M5-preferring positive allosteric modulator (PAM), discovered through analog work around VU0119498, a pan Gq mAChR M1, M3, M5 PAM. An iterative parallel synthesis approach was employed to incorporate basic heterocycles to improve physiochemical properties.

A highly regioselective reaction of N-fluoropyridinium salts with stabilized sulfur, oxygen, and nitrogen nucleophiles: A convenient route to 2-substituted pyridines

2-Substituted pyridines are efficiently obtained by the reactions of N- fluoropyridinium tetrafluoroborate or triflate with anions derived from benzenethiols, phenols, azoles, cyanamide, and with azide anion. The results are consistent with a nucleophile addition at the position 2 of the N- fluoropyridinium cation as the major reaction pathway.