Methyl 2-(3-cyanopyridin-4-YL)acetate

Base Information

• Chemical Name: Methyl 2-(3-cyanopyridin-4-YL)acetate
• CAS No.: 124870-33-3
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.175
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID80697518
• Wikidata: Q82627438
• Mol file: 124870-33-3.mol

Synonyms:METHYL 2-(3-CYANOPYRIDIN-4-YL)ACETATE;124870-33-3;4-Pyridineacetic acid, 3-cyano-, methyl ester;Methyl2-(3-cyanopyridin-4-yl)acetate;SCHEMBL794054;DTXSID80697518;NWUXXKOZANWHAK-UHFFFAOYSA-N;AMY10823;Methyl (3-cyanopyridin-4-yl)acetate;MFCD11847770;AKOS015998634;SB52876;DS-16333;CS-0043711;(3-cyano-pyridine-4-yl)-acetic acid methyl ester;A847996

Chemical Property of Methyl 2-(3-cyanopyridin-4-YL)acetate

Chemical Property:

• PSA: 62.98000
• LogP: 0.66878
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 231

Purity/Quality:

97% ^*data from raw suppliers

methyl 2-(3-cyanopyridin-4-yl)acetate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC1=C(C=NC=C1)C#N

Technology Process of Methyl 2-(3-cyanopyridin-4-YL)acetate

There total 5 articles about Methyl 2-(3-cyanopyridin-4-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: 93.0%

pyridine-3-carbonitrile (100-54-9,121697-66-3,1232169-17-3,68271-95-4) + [(1-methoxyvinyl)oxy]trimethylsilane (36850-80-3) → methyl 2-(3-cyanopyridin-4-yl)acetate (124870-33-3)

Guidance literature:

pyridine-3-carbonitrile; [(1-methoxyvinyl)oxy]trimethylsilane; With C₂₆H₁₇F₆N₂O₆PS₂; In acetonitrile; at 20 ℃; for 20h; Inert atmosphere; Sealed tube;

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In acetonitrile; at 20 ℃; for 3h;

DOI:10.1021/jacs.1c03257

Reference yield: 85.0%

carbonic acid dimethyl ester (616-38-6) → methyl 2-(3-cyanopyridin-4-yl)acetate (124870-33-3)

Guidance literature:

3-cyano-4-methylpyridine; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;

carbonic acid dimethyl ester; In tetrahydrofuran; at -78 - 0 ℃; for 3h;

Reference yield: 67.73%

3-cyano-4-methylpyridine (5444-01-9) + carbonic acid dimethyl ester (616-38-6) → methyl 2-(3-cyanopyridin-4-yl)acetate (124870-33-3)

Guidance literature:

3-cyano-4-methylpyridine; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

carbonic acid dimethyl ester; In tetrahydrofuran; at -78 - 0 ℃; for 3h; Inert atmosphere;

upstream raw materials:

[1-(tert-Butyl-dimethyl-silanyl)-3-cyano-1,4-dihydro-pyridin-4-yl]-acetic acid methyl ester

pyridine-3-carbonitrile

carbonic acid dimethyl ester

3-cyano-4-methylpyridine

Downstream raw materials:

2-(4-methoxybenzyl)-3,4-dihydro-2,7-naphthyridin-1(2H)-one