Methyl 2-(6-methylpyridin-2-yl)acetate

Base Information

• Chemical Name: Methyl 2-(6-methylpyridin-2-yl)acetate
• CAS No.: 58532-56-2
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.19
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10483143
• Wikidata: Q82320201
• Mol file: 58532-56-2.mol

Synonyms:Methyl 2-(6-methylpyridin-2-yl)acetate;58532-56-2;2-Pyridineacetic acid, 6-methyl-, methyl ester;Methyl2-(6-methylpyridin-2-yl)acetate;SCHEMBL10381880;DTXSID10483143;SB54691;BS-41773;CS-0061376;6-METHYL-2-PYRIDINEACETIC ACID METHYL ESTER

Chemical Property of Methyl 2-(6-methylpyridin-2-yl)acetate

Chemical Property:

• Boiling Point: 224.8±25.0 °C(Predicted)
• PKA: 5.03±0.12(Predicted)
• PSA: 39.19000
• Density: 1.088±0.06 g/cm3(Predicted)
• LogP: 1.10550
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

97% ^*data from raw suppliers

Methyl2-(6-methylpyridin-2-yl)acetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=CC=C1)CC(=O)OC

Technology Process of Methyl 2-(6-methylpyridin-2-yl)acetate

There total 3 articles about Methyl 2-(6-methylpyridin-2-yl)acetate 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: 35.0%

2-(6-methylpyridin-2-yl)malonic acid diethyl ester (896107-30-5) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 2-(6-methylpyridin-2-yl)acetate (58532-56-2)

Guidance literature:

2-(6-methylpyridin-2-yl)malonic acid diethyl ester; With potassium hydroxide; ethanol; for 1h; Heating / reflux;

With hydrogenchloride; water; at 0 ℃;

diazomethyl-trimethyl-silane; With methanol; In hexane; for 5h;

Reference yield:

2,6-dimethylpyridine (108-48-5) + carbonic acid dimethyl ester (616-38-6) → methyl 2-(6-methylpyridin-2-yl)acetate (58532-56-2)

Guidance literature:

2,6-dimethylpyridine; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

carbonic acid dimethyl ester; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/ja107103b

Reference yield:

2,6-dimethylpyridine (108-48-5) → methyl 2-(6-methylpyridin-2-yl)acetate (58532-56-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N,N,N,N,-tetramethylethylenediamine; lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C

1.2: -78 - 20 °C

2.1: potassium hydroxide; ethanol / 1 h / Heating / reflux

2.2: 0 °C

2.3: 5 h

With potassium hydroxide; ethanol; N,N,N,N,-tetramethylethylenediamine; lithium diisopropyl amide; In tetrahydrofuran;

upstream raw materials:

2-(6-methylpyridin-2-yl)malonic acid diethyl ester

diazomethyl-trimethyl-silane

2,6-dimethylpyridine

carbonic acid dimethyl ester

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