CID 53400783

Base Information

• Chemical Name: CID 53400783
• CAS No.: 131674-41-4
• Molecular Formula: C₉H₉NO₃
• Molecular Weight: 179.175
• DSSTox Substance ID: DTXSID60694681
• Mol file: 131674-41-4.mol

Synonyms:DTXSID60694681

Chemical Property of CID 53400783

Chemical Property:

• Vapor Pressure: 0.000126mmHg at 25°C
• Refractive Index: 1.597
• Boiling Point: 321.2°Cat760mmHg
• Flash Point: 148°C
• PSA: 59.42000
• Density: 1.259g/cm³
• LogP: 1.18800
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 179.058243149
• Heavy Atom Count: 13
• Complexity: 203

Purity/Quality:

98%min ^*data from raw suppliers

3-(2-METHOXYPYRIDIN-3-YL)ACRYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC=N1)C=CC(=O)O

Technology Process of CID 53400783

There total 4 articles about CID 53400783 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: 78.0%

2-methoxynicotinaldehyde (71255-09-9) + malonic acid (141-82-2) → (E)-3-(2'-methoxypyridin-3-yl)prop-2-enoic acid (131674-41-4)

Guidance literature:

With piperidine; pyridine; for 3h; Heating;

Reference yield: 65.0%

(E)-ethyl 3-(2-methoxypyridin-3-yl)acrylate (1528736-56-2) → (E)-3-(2'-methoxypyridin-3-yl)prop-2-enoic acid (131674-41-4)

Guidance literature:

With potassium hydroxide; In methanol; water; at 60 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.bmc.2013.11.009

Reference yield:

2-chloropyridine (109-09-1) → (E)-3-(2'-methoxypyridin-3-yl)prop-2-enoic acid (131674-41-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) butyllithium, di-isopropylamide / 1) THF, hexane, 0 deg C, 1 h 2) THF, -70 deg C, 3 h

2: 1) MeOH, reflux, 5 h 2) hydrolysis

3: 78 percent / piperidine, pyridine / 3 h / Heating

With piperidine; pyridine; n-butyllithium; diisopropylamide;

upstream raw materials:

2-methoxynicotinaldehyde

malonic acid

2-chloropyridine

2-chloro-3-carbaldehydepyridine

Refernces

• 1、 Trecourt, Francois,Marsais, Francis,Guengoer, Timur,Queguiner, Guy. "Improved Synthesis of 2,3-Disubstituted Pyridines by Metallation of 2-Chloropyridine: a Convenient Route to Fused Polyheterocycles". . p. 2409 - 2415. Retrieved 2007/10/02.