Ethyl 2-isopropylnicotinate

Base Information

• Chemical Name: Ethyl 2-isopropylnicotinate
• CAS No.: 31931-51-8
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.246
• DSSTox Substance ID: DTXSID00599227
• Nikkaji Number: J3.237.126D
• Wikidata: Q82495104
• Mol file: 31931-51-8.mol

Synonyms:Ethyl 2-isopropylnicotinate;31931-51-8;Ethyl2-isopropylnicotinate;SCHEMBL7348096;2-isopropyl-3-carboethoxypyridine;DTXSID00599227;PHEOPRUESIUYPD-UHFFFAOYSA-N;3-Pyridinecarboxylic acid, 2-(1-methylethyl)-, ethyl ester;SB54717;Ethyl 2-(propan-2-yl)pyridine-3-carboxylate

Chemical Property of Ethyl 2-isopropylnicotinate

Chemical Property:

• PSA: 39.19000
• LogP: 2.38170
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 192

Purity/Quality:

Ethyl2-isopropylnicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N=CC=C1)C(C)C

Technology Process of Ethyl 2-isopropylnicotinate

There total 5 articles about Ethyl 2-isopropylnicotinate 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: 69.0%

isopropylmagnesium chloride (1068-55-9) + ethyl 2-chloronicotinate (1452-94-4) → ethyl 2-isopropylnicotinate (31931-51-8)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; iron(III)-acetylacetonate; In tetrahydrofuran; at -20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/adsc.201601097

Reference yield: 50.0%

Ethyl 3-amino-4-methyl-2-pentenoate (70106-45-5) + acrolein (107-02-8,25068-14-8) → ethyl 2-isopropylnicotinate (31931-51-8)

Guidance literature:

Ethyl 3-amino-4-methyl-2-pentenoate; acrolein; With piperidine;

With sulfur; Heating;

DOI:10.1016/j.bmcl.2009.03.010

Reference yield: 17.0%

ethyl 3-amino-4-methyl-pent-2-enoate (78168-82-8) + acrolein (107-02-8,25068-14-8) → ethyl 2-isopropylnicotinate (31931-51-8)

Guidance literature:

ethyl 3-amino-4-methyl-pent-2-enoate; acrolein;

With sulfur; Heating;

DOI:10.1055/s-2005-872165

upstream raw materials:

ethyl 3-amino-4-methyl-pent-2-enoate

acrolein

ethyl 4-methyl-3-oxo-pentanoate

Ethyl 3-amino-4-methyl-2-pentenoate

Downstream raw materials:

[2-(propan-2-yl)pyridin-3-yl]methanol

2-isopropylpyridine-3-carboxaldehyde