CAS
16545-23-6 Purity
95%
16545-23-6 Purity
95%
Shopping basket
Methyl 2-Pyridylacetate
CAS
1658-42-0
Catalog Number
ACM1658420
Category
Main Products
Molecular Weight
151.17
Molecular Formula
C8H9NO2
If you have any other questions or need other size, please get a quote.
- Product Description
- Case Study
- Custom Reviews
- Custom Q&A
- Synthetic Use
- Related Resources
Specification
Synonyms
2-Pyridineacetic Acid Methyl Ester
Boiling Point
103 °C
Density
1.119 g/mL at 25 °C (lit.)
Appearance
Yellow liquid
Decarboxylative Fluorination of Substituted Methyl 2-Pyridylacetates
Kawanishi, Ryouta, et al. Chemistry-A European Journal, 2019, 25(31), 7453-7456.
The synthesis of substituted pyridines and fluorides is an important goal in organic chemistry, and they are often pharmaceutical targets. In this work, researchers successfully converted substituted methyl 2-pyridine acetates to 2-(fluoroalkyl)pyridines through decarboxylative fluorination of lithium 2-pyridylacetate in a one-pot procedure.
This method enables direct transformation of a methyl ester group into a fluoride group in one pot without requiring expensive transition-metal catalysts. The SN2 alkylation of unmodified 2-pyridylacetate enables the straightforward synthesis of methyl 2-pyridylacetates featuring two alkyl substituents (R1 and R2).
General procedure for decarboxylative fluorination of 2-pyridylacetates 4: Lithium hydroxide was added to a solution of methyl 2-pyridylacetate 4 in a 3:1 mixture of MeOH and H2O (0.2 M) was stirred until the chemical reaction concludes. After reducing pressure to evaporate the solvents, added Selectfluor and DMF then stired the mixture until the reaction concludes. The mixture obtained from previous steps undergoes flash column chromatography to isolate the desired fluorinated product.
Methyl 2-Pyridylacetate for the Synthesis of 2,3,4-Trisubstituted Furans
Zeng, Wei, et al. Tetrahedron Letters, 2013, 54(35), 4605-4609.
This work reported the regioselective synthesis of 2,3,4-trisubstituted furans from halogenated alkynes in the presence of AgNO3 via a one-pot approach. The transformation involves silver-catalyzed nucleophilic addition and cyclization of halogenated alkynes.
The transformation of haloalkynes (bromoalkynes and iodoalkynes) with methyl 2-pyridineacetate (2b) was studied under optimized reaction conditions. Aromatic alkynyl bromides and iodides featuring either electron-donating or electron-withdrawing groups on the benzene ring successfully converted to the desired products with moderate to good yields (55-88%). Typically, alkynyl bromides outperformed alkynyl iodides, likely because the latter were prone to head-to-head dimerization, resulting in the formation of 1,4-diphenylbuta-1,3-diyne side products.
What is the molecular formula of Methyl 2-Pyridylacetate?
The molecular formula is C8H9NO2.
What are the synonyms for Methyl 2-Pyridylacetate?
The synonyms include methyl 2-(pyridin-2-yl)acetate, 2-Pyridineacetic acid, methyl ester, and 2-Pyridylacetic Acid Methyl Ester.
What is the molecular weight of Methyl 2-Pyridylacetate?
The molecular weight is 151.16 g/mol.
When was Methyl 2-Pyridylacetate created and modified?
It was created on March 26, 2005, and modified on October 21, 2023.
What is the IUPAC name of Methyl 2-Pyridylacetate?
The IUPAC name is methyl 2-pyridin-2-ylacetate.
What is the InChI of Methyl 2-Pyridylacetate?
The InChI is InChI=1S/C8H9NO2/c1-11-8(10)6-7-4-2-3-5-9-7/h2-5H,6H2,1H3.
What is the InChIKey of Methyl 2-Pyridylacetate?
The InChIKey is ORAKNQSHWMHCEY-UHFFFAOYSA-N.
What is the canonical SMILES of Methyl 2-Pyridylacetate?
The canonical SMILES is COC(=O)CC1=CC=CC=N1.
What is the CAS number of Methyl 2-Pyridylacetate?
The CAS number is 1658-42-0.
What is the topological polar surface area of Methyl 2-Pyridylacetate?
The topological polar surface area is 39.2 Ų.
Recommended Products
