METHYL 2-PHENOXYNICOTINATE

Base Information

• Chemical Name: METHYL 2-PHENOXYNICOTINATE
• CAS No.: 36701-88-9
• Molecular Formula: C₁₃H₁₁NO₃
• Molecular Weight: 229.235
• Hs Code.: 2933399990
• Mol file: 36701-88-9.mol

Synonyms:Methyl2-phenoxy-3-pyridinecarboxylate; Methyl 2-phenoxynicotinate

Chemical Property of METHYL 2-PHENOXYNICOTINATE

Chemical Property:

• Vapor Pressure: 0.000183mmHg at 25°C
• Boiling Point: 329°Cat760mmHg
• Flash Point: 152.8°C
• PSA: 48.42000
• Density: 1.199g/cm³
• LogP: 2.66050

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl2-phenoxynicotinate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of METHYL 2-PHENOXYNICOTINATE

There total 2 articles about METHYL 2-PHENOXYNICOTINATE 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: 98.46%

methyl 2-fluoro-3-pyridinecarboxylate (446-26-4) + phenol (108-95-2,27073-41-2) → methyl 2-phenoxypyridine-3-carboxylate (36701-88-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 16h; Inert atmosphere;

Reference yield:

methyl 2-chloropyridine-3-carboxylate (40134-18-7) + phenol (108-95-2,27073-41-2) → methyl 2-phenoxypyridine-3-carboxylate (36701-88-9)

Guidance literature:

phenol; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

methyl 2-chloropyridine-3-carboxylate; In N,N-dimethyl-formamide; at 100 ℃; for 10h;

DOI:10.1021/acs.jafc.6b05580

Reference yield:

methyl 2-phenoxypyridine-3-carboxylate (36701-88-9) → C13H14N2O

Guidance literature:

Multi-step reaction with 4 steps

1.1: Red-Al / diethyl ether; toluene / 4 h / 0 - 20 °C

1.2: 2 h / 0 - 35 °C

2.1: thionyl chloride / dichloromethane / 4 h / 0 - 20 °C

3.1: 18-crown-6 ether / dimethyl sulfoxide / 2 h / 40 - 80 °C

4.1: ammonium hydroxide; hydrogen / ethanol / 20 °C

With ammonium hydroxide; thionyl chloride; 18-crown-6 ether; hydrogen; In diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; toluene;

DOI:10.1021/acs.jafc.6b05580

upstream raw materials:

methyl 2-chloropyridine-3-carboxylate

phenol

methyl 2-fluoro-3-pyridinecarboxylate

Refernces

• 1、 Guan, Aiying,Liu, Changling,Chen, Wei,Yang, Fan,Xie, Yong,Zhang, Jinbo,Li, Zhinian,Wang, Mingan. "Design, Synthesis, and Structure-Activity Relationship of New Pyrimidinamine Derivatives Containing an Aryloxy Pyridine Moiety". . p. 1272 - 1280. Retrieved 2017/02/23.