1(2H)-Pyridinecarboxylic acid, 3-methyl-, phenyl ester

Base Information

• Chemical Name: 1(2H)-Pyridinecarboxylic acid, 3-methyl-, phenyl ester
• CAS No.: 113118-69-7
• Molecular Formula: C13H13NO2
• Molecular Weight: 215.252
• DSSTox Substance ID: DTXSID00453875
• Nikkaji Number: J953.017G
• Wikidata: Q82275152
• Mol file: 113118-69-7.mol

Synonyms:1(2H)-Pyridinecarboxylic acid, 3-methyl-, phenyl ester;113118-69-7;DTXSID00453875;3-Methylpyridine-1(2H)-carboxylic acid phenyl ester

Chemical Property of 1(2H)-Pyridinecarboxylic acid, 3-methyl-, phenyl ester

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 215.094628657
• Heavy Atom Count: 16
• Complexity: 314

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CN(C1)C(=O)OC2=CC=CC=C2

Technology Process of 1(2H)-Pyridinecarboxylic acid, 3-methyl-, phenyl ester

There total 2 articles about 1(2H)-Pyridinecarboxylic acid, 3-methyl-, phenyl ester 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: 58.0%

3-Methylpyridine (108-99-6) + phenyl chloroformate (1885-14-9) → 3-methyl-1-phenoxycarbonyl-1,2-dihydropyridine (113118-69-7)

Guidance literature:

With sodium tetrahydroborate; In methanol; at -78 ℃; for 2.5h; Inert atmosphere;

DOI:10.1021/jo501433c

Reference yield:

3-Methylpyridine (108-99-6) + phenyl chloroformate (1885-14-9) → 5-Methyl-2H-pyridine-1-carboxylic acid phenyl ester + phenyl 3-methylpyridine-1(4H)-carboxylate (90838-85-0) + 3-methyl-1-phenoxycarbonyl-1,2-dihydropyridine (113118-69-7)

Guidance literature:

With lithium tri-t-butoxyaluminum hydride; copper(I) bromide; In tetrahydrofuran; at -23 ℃; for 1.5h; Yield given. Yields of byproduct given;

DOI:10.1021/jo00192a031

Reference yield: 71.0%

3-methyl-1-phenoxycarbonyl-1,2-dihydropyridine (113118-69-7) + (E)-methyl 2-diazo-4-phenylbut-3-enoate (119987-21-2) → methyl (1-methyl-2α-phenyl-6-phenoxycarbonyl-6-azabicyclo[3.2.2]nona-3,8-diene)-4-carboxylate

Guidance literature:

With rhodium(II) pivalate; In toluene;

DOI:10.1021/jo025697g

upstream raw materials:

3-Methylpyridine

phenyl chloroformate

Downstream raw materials:

5-Formyl-3-methyl-2H-pyridine-1-carboxylic acid phenyl ester

5-methyl-3-pyridinecarboxaldehyde

Refernces

• 1、 Comins, Daniel L.,Herrick, James J.. "SYNTHESIS OF SUBSTITUTED 3-PYRIDINECARBOXALDEHYDES". . p. 2159 - 2164. Retrieved 2007/10/02.