Methyl 2-(4-methoxyphenyl)-4-pyridinecarboxylate

Base Information

Chemical Name:Methyl 2-(4-methoxyphenyl)-4-pyridinecarboxylate
CAS No.:935861-31-7
Molecular Formula:C₁₄H₁₃NO₃
Molecular Weight:243.262
Hs Code.:
DSSTox Substance ID:DTXSID901236277
Nikkaji Number:J3.389.909B

Synonyms:Methyl 2-(4-methoxyphenyl)-4-pyridinecarboxylate;SCHEMBL25003822;DTXSID901236277;935861-31-7

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Chemical Property of Methyl 2-(4-methoxyphenyl)-4-pyridinecarboxylate

Chemical Property:

XLogP3:2.7
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:243.08954328
Heavy Atom Count:18
Complexity:274

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:COC1=CC=C(C=C1)C2=NC=CC(=C2)C(=O)OC

Technology Process of Methyl 2-(4-methoxyphenyl)-4-pyridinecarboxylate

There total 5 articles about Methyl 2-(4-methoxyphenyl)-4-pyridinecarboxylate 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: 64.0%

: 2459-09-8
4-pyridinecarboxylic acid, methyl ester

: 104-94-9
4-methoxy-aniline

: 935861-31-7
methyl 2-(4'-methoxyphenyl)pyridine-4-carboxylate

Guidance literature:: 4-methoxy-aniline; With tetrafluoroboric acid; sodium nitrite; In methanol; at 20 ℃; for 48h; Inert atmosphere;

4-pyridinecarboxylic acid, methyl ester; With tris(bipyridine)ruthenium(II) dichloride hexahydrate; trifluoroacetic acid; In methanol; at 25 ℃; for 48h; Inert atmosphere; Irradiation; Sealed tube;
DOI:10.1021/jo5020432

Reference yield: 47.0%

: methyl 6-chloro-2-(4'-methoxyphenyl)pyridine-4-carboxylate

: 935861-31-7
methyl 2-(4'-methoxyphenyl)pyridine-4-carboxylate

Guidance literature:: With palladium 10% on activated carbon; ammonium formate; In ethanol; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1039/c4ob01565g

Reference yield:

: 58481-11-1
methyl 2-chloroisonicotinate

: 935861-31-7
methyl 2-(4'-methoxyphenyl)pyridine-4-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine / tert-butyl methyl ether / 24 h / 20 °C / Glovebox; Sealed tube

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / N,N-dimethyl-formamide / 1 h / 100 °C / Inert atmosphere; Microwave irradiation

3: ammonium formate; palladium 10% on activated carbon / ethanol / 2 h / 20 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; palladium 10% on activated carbon; ammonium formate; caesium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; In ethanol; tert-butyl methyl ether; N,N-dimethyl-formamide; 2: |Suzuki-Miyaura Coupling;
DOI:10.1039/c4ob01565g