Methyl 3-(3-Pyridyl)propiolate

Base Information

• Chemical Name: Methyl 3-(3-Pyridyl)propiolate
• CAS No.: 78584-30-2
• Molecular Formula: C₉H₇NO₂
• Molecular Weight: 161.16
• Hs Code.: 2933399990
• Mol file: 78584-30-2.mol

Synonyms:

Chemical Property of Methyl 3-(3-Pyridyl)propiolate

Chemical Property:

• Melting Point: 52 °C
• Boiling Point: 274.4±13.0 °C(Predicted)
• PKA: 3.27±0.12(Predicted)
• Density: 1.18±0.1 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

Methyl3-(3-Pyridyl)propiolate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 3-(3-Pyridyl)propiolate

There total 10 articles about Methyl 3-(3-Pyridyl)propiolate 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: 80.0%

methyl nicotinoylacetate (54950-20-8) → methyl 3-(3-pyridinyl)-2-propynoate (78584-30-2)

Guidance literature:

Reference yield: 70.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 3-(pyridin-3-yl)propiolic acid (59608-01-4) → methyl 3-(3-pyridinyl)-2-propynoate (78584-30-2)

Guidance literature:

In methanol;

DOI:10.1002/jhet.5570180316

Reference yield: 66.0%

carbon dioxide (124-38-9,18923-20-1) + 3-[(trimethylsilyl)ethynyl]pyridine (80673-00-3) + methyl iodide (74-88-4) → methyl 3-(3-pyridinyl)-2-propynoate (78584-30-2)

Guidance literature:

carbon dioxide; 3-[(trimethylsilyl)ethynyl]pyridine; With cesium fluoride; In dimethyl sulfoxide; at 20 ℃; for 3h; Schlenk technique;

methyl iodide; In dimethyl sulfoxide; at 20 ℃; for 1h;

DOI:10.1039/c3ob40760h

upstream raw materials:

diazomethane

3-(pyridin-3-yl)propiolic acid

3-Oxo-3-pyridin-3-yl-2-(triphenyl-λ⁵-phosphanylidene)-propionic acid methyl ester

3-Ethynylpyridine

Downstream raw materials:

(E)-3-(pyridin-3-yl)acrylamide

3-(pyridin-3-yl)propiolic acid

Refernces

• 1、 Yu,Yang,Gao,Yang,Zhao,Zhang,Liu. "CsF-promoted carboxylation of aryl(hetaryl) terminal alkynes with atmospheric CO2 at room temperature". supporting information. p. 9250 - 9255. Retrieved 2017/08/29.
• 2、 -. "Substituted indoles and their use as integrin antagonists". . . Retrieved 2008/06/13.