Ethyl 3-aminoisonicotinate

Base Information

• Chemical Name: Ethyl 3-aminoisonicotinate
• CAS No.: 14208-83-4
• Molecular Formula: C8H10N2O2
• Molecular Weight: 166.18
• Hs Code.: 29339900
• European Community (EC) Number: 811-048-4
• DSSTox Substance ID: DTXSID60371309
• Wikidata: Q72438492
• Mol file: 14208-83-4.mol

Synonyms:ethyl 3-aminoisonicotinate;14208-83-4;3-Amino-isonicotinic acid ethyl ester;Ethyl 3-amino-4-pyridinecarboxylate;Ethyl 3-aminopyridine-4-carboxylate;3-Aminoisonicotinic acid ethyl ester;3-Amino-4-pyridinecarboxylic acid ethyl ester;4-Pyridinecarboxylic acid, 3-amino-, ethyl ester;MFCD03788270;3-Aminopyridine-4-carboxylic acid ethyl ester;SCHEMBL1841640;DTXSID60371309;BIFLTHWDFNLOTD-UHFFFAOYSA-N;Ethyl3-amino-4-pyridinecarboxylate;3-Amino-4-(ethoxycarbonyl)pyridine;AMY13364;CS-D0762;AC-976;AKOS006229784;AB15955;AC-3597;FS-2558;SY007491;E1137;FT-0648891;EN300-116625;W-205566;Z1201622438;Ethyl 3-Aminoisonicotinate

Chemical Property of Ethyl 3-aminoisonicotinate

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 170-175 °C
• Refractive Index: 1.559
• Boiling Point: 303.984 °C at 760 mmHg
• PKA: 4.13±0.18(Predicted)
• Flash Point: 137.645 °C
• PSA: 65.21000
• Density: 1.193 g/cm³
• LogP: 1.42170
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 166.074227566
• Heavy Atom Count: 12
• Complexity: 161

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 3-Aminoisonicotinate >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C=NC=C1)N
• Uses: 3-Amino-isonicotinic Acid Ethyl Ester acts as a reagent for the synthetic preparation of heteroaryl compounds as PDE-10 inhibitors useful in treatment and prevention of CNS, metabolic and other diseases. Also in the design and evaluation of 1,7-naphthyridones as novel KDM5 inhibitors.

Technology Process of Ethyl 3-aminoisonicotinate

There total 5 articles about Ethyl 3-aminoisonicotinate 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: 65.0%

ethanol (64-17-5) + 3-Aminopyridine-4-carboxylic acid (7579-20-6) → ethyl 3-aminopyridine-4-carboxylate (14208-83-4)

Guidance literature:

With sulfuric acid; In benzene; at 90 ℃; for 24h;

Reference yield:

3-Aminopyridine-4-carboxylic acid (7579-20-6) → ethyl 3-aminopyridine-4-carboxylate (14208-83-4)

Guidance literature:

With sulfuric acid; sodium carbonate; In ethanol; water;

Reference yield:

3,4-pyridinedicarboximide (4664-01-1) → ethyl 3-aminopyridine-4-carboxylate (14208-83-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / Br₂; aq. NaOH / 0.33 h / 85 °C

2: conc. H₂SO₄ / Heating

With sodium hydroxide; sulfuric acid; bromine;

DOI:10.1016/S0968-0896(01)00115-8

upstream raw materials:

ethanol

3-Aminopyridine-4-carboxylic acid

3,4-pyridinedicarboximide

3,4-pyridinecarboxylic acid

Downstream raw materials:

3-Aminopyridin-4-carboxysaeurehydrazid

ethyl 3-allylaminopyridine-4-carboxylate

(3-amino-pyridin-4-yl)methanol

ethyl 3-(propylamino)pyridine-4-carboxylate

Refernces

• 1、 -. "HETEROARYL COMPOUNDS AND METHODS OF USE THEREOF". Page/Page column 128. . Retrieved 2011/12/14.
• 2、 Zhou, Zhang-Lin,Navratil, James M.,Cai, Sui Xiong,Whittemore, Edward R.,Espitia, Stephen A.,Hawkinson, Jon E.,Tran, Minhtam,Woodward, Richard M.,Weber, Eckard,Keana, John F.W.. "Synthesis and SAR of 5-, 6-, 7- and 8-aza analogues of 3-aryl-4-hydroxyquinolin-2(1H)-one as NMDA/glycine site antagonists". . p. 2061 - 2071. Retrieved 2007/10/03.