Triethyl pyridine-2,3,6-tricarboxylate

Base Information

• Chemical Name: Triethyl pyridine-2,3,6-tricarboxylate
• CAS No.: 122509-29-9
• Molecular Formula: C₁₄H₁₇NO₆
• Molecular Weight: 295.292
• DSSTox Substance ID: DTXSID40560673
• Nikkaji Number: J1.204.627H
• Wikidata: Q82444148
• Mol file: 122509-29-9.mol

Synonyms:122509-29-9;Triethyl pyridine-2,3,6-tricarboxylate;2,3,6-TRICARBOETHOXYPYRIDINE;pyridine-2,3,6-tricarboxylic acid triethyl ester;DTXSID40560673;triethyl 2,3,6-pyridinetricarboxylate;2,3,6-Pyridinetricarboxylic acid, 2,3,6-triethyl ester

Chemical Property of Triethyl pyridine-2,3,6-tricarboxylate

Chemical Property:

• PSA: 91.79000
• LogP: 1.61170
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 295.10558726
• Heavy Atom Count: 21
• Complexity: 384

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N=C(C=C1)C(=O)OCC)C(=O)OCC

Technology Process of Triethyl pyridine-2,3,6-tricarboxylate

There total 3 articles about Triethyl pyridine-2,3,6-tricarboxylate 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: 92.0%

1-ethenyl-2-pyrrolidinone (88-12-0) + triethyl 1,2,4-triazine-3,5,6-tricarboxylate (74476-38-3) → triethyl pyridine-2,3,6-tricarboxylate (122509-29-9)

Guidance literature:

In chloroform; at 60 ℃; for 26h; Inert atmosphere;

DOI:10.15227/orgsyn.066.0142

Reference yield: 26.0%

ethyl cyanoformate (623-49-4) + propynoic acid ethyl ester (623-47-2) → triethyl pyridine-2,3,6-tricarboxylate (122509-29-9) + pyridine-2,3,5-tricarboxylic acid triethyl ester

Guidance literature:

With chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II); In 1,2-dichloro-ethane; at 20 ℃; for 2h;

DOI:10.1021/ja045694g

Reference yield:

2,3,6-trichloropyridine (6515-09-9) + ethanol (64-17-5) + carbon monoxide (201230-82-2) → ethyl 3,6-dichloropyridine-2-carboxylate (253440-88-9) + diethyl 3-chloropyridine-2,6-dicarboxylate + triethyl pyridine-2,3,6-tricarboxylate (122509-29-9)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; sodium acetate; palladium diacetate; at 135 ℃; for 1h; under 11250.9 Torr;

DOI:10.3987/COM-99-8622

upstream raw materials:

2,3,6-trichloropyridine

ethanol

carbon monoxide

ethyl cyanoformate

Refernces

• 1、 Bessard, Yves,Crettaz, Roger. "The preparation of pyridinecarboxylates from chloropyridines by the palladium-catalyzed alkoxycarbonylation". . p. 2589 - 2602. Retrieved 2007/10/03.