6-Methoxy-2-methylnicotinaldehyde

Base Information

• Chemical Name: 6-Methoxy-2-methylnicotinaldehyde
• CAS No.: 156094-77-8
• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.165
• Hs Code.: 2933399090
• European Community (EC) Number: 871-625-1
• DSSTox Substance ID: DTXSID50473684
• Nikkaji Number: J2.266.958C
• Wikidata: Q82303263
• Mol file: 156094-77-8.mol

Synonyms:156094-77-8;6-Methoxy-2-methylnicotinaldehyde;6-Methoxy-2-methylpyridine-3-carboxaldehyde;6-METHOXY-2-METHYLPYRIDINE-3-CARBALDEHYDE;3-Pyridinecarboxaldehyde, 6-methoxy-2-methyl-;3-Pyridinecarboxaldehyde, 6-methoxy-2-methyl- (9CI);6-methoxy-2-methyl-3-pyridinecarboxaldehyde;6-methoxy-2-methyl-pyridine-3-carbaldehyde;SCHEMBL14032801;DTXSID50473684;HYKSLKBORRBHEN-UHFFFAOYSA-N;2-Methoxy-5-formyl-6-methylpyridine;MFCD11044370;AKOS006309454;AM62339;SB54219;6-Methoxy-2-Methyl-3-Pyridinecarbaldehyde;CS-0195751;FT-0762903;3-pyridinecarboxaldehyde,6-methoxy-2-methyl-;E90400;EN300-2956477;A883594;Z1198307211

Chemical Property of 6-Methoxy-2-methylnicotinaldehyde

Chemical Property:

• Vapor Pressure: 0.0168mmHg at 25°C
• Boiling Point: 254.9oC at 760 mmHg
• Flash Point: 108oC
• PSA: 39.19000
• Density: 1.123g/cm3
• LogP: 1.21110
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

99.00% ^*data from raw suppliers

6-Methoxy-2-methyl-3-pyridinecarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=N1)OC)C=O

Technology Process of 6-Methoxy-2-methylnicotinaldehyde

There total 5 articles about 6-Methoxy-2-methylnicotinaldehyde 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: 98.0%

3-bromo-6-methoxy-2-methylpyridine (126717-59-7) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 6-methoxy-2-methylpyridine-3-carboxaldehyde (156094-77-8)

Guidance literature:

3-bromo-6-methoxy-2-methylpyridine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 ℃;

DOI:10.3987/COM-08-S(D)48

Reference yield:

water, ammonium chloride → 6-methoxy-2-methylpyridine-3-carboxaldehyde (156094-77-8)

Guidance literature:

With n-butyllithium; In N,N-dimethyl-formamide; toluene;

Reference yield:

6-hydroxy-2-methylpyridine (3279-76-3,91914-07-7) → 6-methoxy-2-methylpyridine-3-carboxaldehyde (156094-77-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / silver carbonate / CHCl₃ / 40 h

2: 73 percent / 0.15 M aq. Na₂HPO₄, bromine

3: 1.) n-BuLi / 1.) hexane, THF, -78 deg C, 20 min, 2.) hexane, THF, -78 deg C, 40 min

With disodium hydrogenphosphate; n-butyllithium; bromine; silver carbonate; In chloroform;

DOI:10.1080/00397919408011740

upstream raw materials:

3-bromo-6-methoxy-2-methylpyridine

N,N-dimethyl-formamide

6-hydroxy-2-methylpyridine

2-methoxy-6-methyl-pyridine

Downstream raw materials:

3-ethynyl-6-methoxypicoline

3-Hydroxymethyl-6-methoxy-2-methylpyridin

1-(6-methoxy-2-(phenylselenylmethyl)pyridin-3-yl)cyclohex-3-en-1-ol

1-(6-methoxy-2-methylpyridin-3-yl)cyclohex-3-enol

Refernces

• 1、 Ward, Jarrod,Caprio, Vittorio. "Synthesis of the bicyclo[3.3.1]nonane core of huperzine a and novel pyridine-fused tricycles by cyclisation of pyridine-based radicals". scheme or table. p. 791 - 804. Retrieved 2009/12/01.
• 2、 -. "PROCESSES FOR THE PREPARATION OF PYRAZOLO[1,5-a]-1,3,5-TRIAZINES AND INTERMEDIATES THEREOF". Page/Page column 40. . Retrieved 2010/02/11.