Ethyl 2-amino-4-(pyridin-4-yl)thiophene-3-carboxylate

Base Information

• Chemical Name: Ethyl 2-amino-4-(pyridin-4-yl)thiophene-3-carboxylate
• CAS No.: 117516-88-8
• Molecular Formula: C₁₂H₁₂N₂O₂S
• Molecular Weight: 248.305
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70358025
• Wikidata: Q82138281
• ChEMBL ID: CHEMBL1417130
• Mol file: 117516-88-8.mol

Synonyms:117516-88-8;ethyl 2-amino-4-(pyridin-4-yl)thiophene-3-carboxylate;ethyl 2-amino-4-(4-pyridinyl)-3-thiophenecarboxylate;ethyl 2-amino-4-pyridin-4-ylthiophene-3-carboxylate;ethyl 2-amino-4-(4-pyridyl)thiophene-3-carboxylate;MLS000061529;SMR000070708;3-Thiophenecarboxylic acid, 2-amino-4-(4-pyridinyl)-, ethyl ester;2-Amino-4-pyridin-4-yl-thiophene-3-carboxylic acid ethyl ester;CBMicro_021712;SCHEMBL689871;cid_874726;CHEMBL1417130;BDBM48965;DTXSID70358025;LKLAPQXKZAVVPT-UHFFFAOYSA-N;2-Amino-4-(4-pyridyl)thiophene-3-carboxylic acid ethyl ester;HMS2318H07;CCG-14280;MFCD01922021;STK424895;AKOS000139236;SDCCGMLS-0029515.P002;AS-43180;BIM-0021718.P001;AB00102914-01;AK-968/13779220;SR-01000228704;SR-01000228704-1;ethyl2-amino-4-(pyridin-4-yl)thiophene-3-carboxylate;ethyl 2-azanyl-4-pyridin-4-yl-thiophene-3-carboxylate;ETHYL 2-AMINO-4-(4-PYRIDYL)-3-THIOPHENECARBOXYLATE;2-amino-4-pyridin-4-yl-3-thiophenecarboxylic acid ethyl ester

Chemical Property of Ethyl 2-amino-4-(pyridin-4-yl)thiophene-3-carboxylate

Chemical Property:

• Vapor Pressure: 1.33E-06mmHg at 25°C
• Boiling Point: 399.8oC at 760 mmHg
• Flash Point: 195.6oC
• PSA: 93.45000
• Density: 1.279g/cm3
• LogP: 3.15020
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 248.06194880
• Heavy Atom Count: 17
• Complexity: 269

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl2-Amino-4-(pyridin-4-yl)thiophene-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(SC=C1C2=CC=NC=C2)N
• Uses: Ethyl 2-amino-4-(pyridin-4-yl)thiophene-3-carboxylate is a reagent used for the synthesis of 2-aminothieno[2,3-d][1,3]thiazin-4-ones, which has weak anti-allergic effects.

Technology Process of Ethyl 2-amino-4-(pyridin-4-yl)thiophene-3-carboxylate

There total 5 articles about Ethyl 2-amino-4-(pyridin-4-yl)thiophene-3-carboxylate 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: 70.0%

methyl (4-pyridyl) ketone (1122-54-9) + ethyl 2-cyanoacetate (105-56-6) → 2-amino-4-pyridin-4-ylthiophene-3-carboxylic acid ethyl ester (117516-88-8)

Guidance literature:

methyl (4-pyridyl) ketone; ethyl 2-cyanoacetate; With morpholine; In ethanol; at 60 - 70 ℃; for 0.5h;

With sulfur; In ethanol; for 14h; Reflux; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.112942

Reference yield: 60.0%

2-cyano-3-pyridin-4-yl-but-2-enoic acid ethyl ester → 2-amino-4-pyridin-4-ylthiophene-3-carboxylic acid ethyl ester (117516-88-8)

Guidance literature:

With morpholine; sulfur; In ethanol; at 20 ℃;

Reference yield:

C12H12N2O2 → 2-amino-4-pyridin-4-ylthiophene-3-carboxylic acid ethyl ester (117516-88-8)

Guidance literature:

With morpholine; sulfur; In ethanol; at 20 ℃;

DOI:10.1021/acs.jmedchem.5b00424

upstream raw materials:

methyl (4-pyridyl) ketone

ethyl 2-cyanoacetate

Downstream raw materials:

4-(pyridin-4-yl)thiophen-2-ylamine

2-(3-Benzoyl-thioureido)-4-pyridin-4-yl-thiophene-3-carboxylic acid ethyl ester

Refernces

• 1、 Green, Jeremy,Cao, Jingrong,Bandarage, Upul K.,Gao, Huai,Court, John,Marhefka, Craig,Jacobs, Marc,Taslimi, Paul,Newsome, David,Nakayama, Tomoko,Shah, Sundeep,Rodems, Steve. "Design, Synthesis, and Structure-Activity Relationships of Pyridine-Based Rho Kinase (ROCK) Inhibitors". . p. 5028 - 5037. Retrieved 2015/07/02.
• 2、 -. "HETEROCYCLIC AMIDE COMPOUND AND USE THEREOF". Page/Page column 138. . Retrieved 2008/12/07.