6-(Thiophen-2-yl)nicotinic acid

Base Information

• Chemical Name: 6-(Thiophen-2-yl)nicotinic acid
• CAS No.: 179408-54-9
• Molecular Formula: C10H7NO2S
• Molecular Weight: 205.23300
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID90572524
• Nikkaji Number: J2.066.859H
• Wikidata: Q82460898
• Mol file: 179408-54-9.mol

Synonyms:179408-54-9;6-(Thiophen-2-yl)nicotinic acid;6-thien-2-ylnicotinic acid;6-(2-THIENYL)NICOTINIC ACID;6-thiophen-2-ylpyridine-3-carboxylic acid;6-(thiophen-2-yl)pyridine-3-carboxylic acid;MFCD06410384;6-(2-thienyl)pyridine-3-carboxylic acid;3-Pyridinecarboxylic acid, 6-(2-thienyl)-;6-thien-2ylnicotinic acid;SCHEMBL3200853;6-thiophen-2-yl-nicotinic acid;DTXSID90572524;6-THIEN-2-YLNICOTINICACID;QYGFXNUFKLRCRB-UHFFFAOYSA-N;AB24332;BS-21861;SY016358;2-(Thien-2-yl)-5-pyridinecarboxylic acid;CS-0448477;F21076;EN300-1628104;A881251;6-(thiophen-2-yl)pyridine-3-carboxylic acid, AldrichCPR

Chemical Property of 6-(Thiophen-2-yl)nicotinic acid

Chemical Property:

• Vapor Pressure: 8.91E-07mmHg at 25°C
• Boiling Point: 389.9oC at 760 mmHg
• Flash Point: 189.6oC
• PSA: 78.43000
• Density: 1.368g/cm3
• LogP: 2.50830
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 205.01974964
• Heavy Atom Count: 14
• Complexity: 222

Purity/Quality:

98%min ^*data from raw suppliers

6-(2-Thienyl)nicotinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)C2=NC=C(C=C2)C(=O)O

Technology Process of 6-(Thiophen-2-yl)nicotinic acid

There total 4 articles about 6-(Thiophen-2-yl)nicotinic acid 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:

methyl 6-(thiophen-2-yl)nicotinate (179408-53-8) → 2-(thien-2-yl)-5-pyridinecarboxylic acid (179408-54-9)

Guidance literature:

With sodium hydroxide; In methanol; water; Petroleum ether;

Reference yield:

thiophene boronic acid (6165-68-0) + 6-Chloro-3-pyridinecarboxylic acid (5326-23-8) → 2-(thien-2-yl)-5-pyridinecarboxylic acid (179408-54-9)

Guidance literature:

6-Chloro-3-pyridinecarboxylic acid; With tritylchloride-polystyrene resin; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 18h;

thiophene boronic acid; With potassium phosphate; phenyl-phospha-adamantane; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; water; at 20 ℃; for 15h;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1.5h; Further stages.;

DOI:10.1016/j.tetlet.2004.05.110

Reference yield:

methyl 6-bromonicotinate (26218-78-0) → 2-(thien-2-yl)-5-pyridinecarboxylic acid (179408-54-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; ethanol / 2 h / 80 °C / Inert atmosphere

2: water; lithium hydroxide / tetrahydrofuran / 16 h

With water; sodium carbonate; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; toluene;

upstream raw materials:

thiophene boronic acid

6-Chloro-3-pyridinecarboxylic acid

methyl 6-(thiophen-2-yl)nicotinate

methyl 6-bromonicotinate

Downstream raw materials:

N-benzhydryl-6-(thiophen-2-yl)nicotinamide

Refernces

• 1、 -. "INDANE DERIVATES AS MUSCARINIC RECEPTOR AGONISTS". Page 22. . Retrieved 2010/02/10.
• 2、 -. "PIPERIDINES USEFUL FOR THE TREATMENT OF CENTRAL NERVOUS SYSTEM DISORDERS". Page 43-44. . Retrieved 2008/06/13.