5-Methoxy-3-pyridinecarboxaldehyde

Base Information

• Chemical Name: 5-Methoxy-3-pyridinecarboxaldehyde
• CAS No.: 113118-83-5
• Molecular Formula: C7H7NO2
• Molecular Weight: 137.138
• Hs Code.: 29333990
• European Community (EC) Number: 626-386-6
• DSSTox Substance ID: DTXSID40450343
• Nikkaji Number: J273.985B
• Wikidata: Q72485775
• Mol file: 113118-83-5.mol

Synonyms:113118-83-5;5-Methoxy-3-pyridinecarboxaldehyde;5-Methoxynicotinaldehyde;5-methoxypyridine-3-carbaldehyde;5-METHOXY-PYRIDINE-3-CARBALDEHYDE;3-Formyl-5-methoxypyridine;5-Methoxypyridine-3-carboxaldehyde;MFCD07437946;5-METHOXY-PYRIDINECARBOXALDEHYDE;3-PYRIDINECARBOXALDEHYDE, 5-METHOXY-;3-Methoxy-5-formylpyridine;Nicotinamidase Inhibitor, 18;SCHEMBL431059;5-Methoxy-3-pyridinecarbaldehyde;BDBM92851;DTXSID40450343;YOVIXSRXKCZJRN-UHFFFAOYSA-N;BBL103052;STL556861;AKOS015852324;CS-W003409;PB23495;3-METHOXYPYRIDINE-5-CARBOXALDEHYDE;5-Methoxy-3-pyridinecarboxaldehyde, 96%;AC-27973;DS-11301;SY002727;AM20061737;FT-0645744;EN300-123638;W-200850;Z1255365477

Chemical Property of 5-Methoxy-3-pyridinecarboxaldehyde

Chemical Property:

• Vapor Pressure: 0.011mmHg at 25°C
• Melting Point: 28-32 °C
• Refractive Index: 1.551
• Boiling Point: 262.132 °C at 760 mmHg
• PKA: 2.52±0.10(Predicted)
• Flash Point: 112.334 °C
• PSA: 39.19000
• Density: 1.159 g/cm³
• LogP: 0.90270
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 137.047678466
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

98% ^*data from raw suppliers

5-Methoxy-3-pyridinecarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 22-43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CN=CC(=C1)C=O

Technology Process of 5-Methoxy-3-pyridinecarboxaldehyde

There total 8 articles about 5-Methoxy-3-pyridinecarboxaldehyde 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: 90.0%

3-bromo-5-methoxypyridine (50720-12-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-methoxypyridine-3-carboxaldehyde (113118-83-5)

Guidance literature:

3-bromo-5-methoxypyridine; With isopropylmagnesium chloride; In tetrahydrofuran;

N,N-dimethyl-formamide; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2005.01.103

Reference yield: 69.0%

5-Formyl-3-methoxy-2H-pyridine-1-carboxylic acid phenyl ester (113118-74-4) → 5-methoxypyridine-3-carboxaldehyde (113118-83-5)

Guidance literature:

With sulfur; In decalin; for 6h; Heating;

Reference yield:

(5-methoxypyridin-3-yl)methanol (937202-11-4) → 5-methoxypyridine-3-carboxaldehyde (113118-83-5)

Guidance literature:

With pyridine; chromium(VI) oxide; Heating;

DOI:10.1021/jm00123a012

upstream raw materials:

3-bromo-5-methoxypyridine

N,N-dimethyl-formamide

(5-methoxypyridin-3-yl)methanol

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

Downstream raw materials:

5-Methoxy-4-methyl-3-pyridinecarboxaldehyde

5-Methoxy-6-methyl-3-pyridinecarboxaldehyde

1-(5-methoxypyridin-3-yl)but-3-en-1-one

N-[3-(5-hydroxy-3-pyridyl)acryloyl]4-(4-diphenylmethyl-1-piperazinyl)butylamine

Refernces

• 1、 Ikemoto, Norihiro,Miller, Ross A.,Fleitz, Fred J.,Liu, Jinchu,Petrillo, Daniel E.,Leone, Joseph F.,Laquidara, Joseph,Marcune, Benjamin,Karady, Sandor,Armstrong III, Joseph D.,Volante, Ralph P.. "Approaches to installing a N-gem-dimethylmethylene-2-oxazolyl group and application to the synthesis of a second generation HIV protease inhibitor". . p. 1867 - 1871. Retrieved 2005.
• 2、 -. "AMINOPYRIMIDINE HETEROCYCLIC COMPOUND WITH ADENOSINE RECEPTOR ANTAGONISTIC ACTIVITY". Paragraph 000128; 000129; 000130. . Retrieved 2017/06/23.
• 3、 French, Jarrod B.,Cen, Yana,Vrablik, Tracy L.,Xu, Ping,Allen, Eleanor,Hanna-Rose, Wendy,Sauve, Anthony A.. "Characterization of nicotinamidases: Steady state kinetic parameters, classwide inhibition by nicotinaldehydes, and catalytic mechanism". experimental part. p. 10421 - 10439. Retrieved 2011/10/07.