5-(Pyridin-2-yl)thiophene-2-carboxylic acid

Base Information

• Chemical Name: 5-(Pyridin-2-yl)thiophene-2-carboxylic acid
• CAS No.: 119082-97-2
• Molecular Formula: C10H7 N O2 S
• Molecular Weight: 205.237
• Hs Code.: 29333990
• European Community (EC) Number: 672-997-6
• DSSTox Substance ID: DTXSID90353032
• Wikidata: Q82130486
• ChEMBL ID: CHEMBL1374722
• Mol file: 119082-97-2.mol

Synonyms:119082-97-2;5-(pyridin-2-yl)thiophene-2-carboxylic acid;5-pyridin-2-ylthiophene-2-carboxylic acid;5-(2-pyridyl)thiophene-2-carboxylic acid;2-Thiophenecarboxylic acid, 5-(2-pyridinyl)-;2-Thiophenecarboxylic acid, 5-(pyridinyl)-;5-Pyridin-2-yl-thiophene-2-carboxylic acid;CDS1_000035;Maybridge1_002323;MLS000685994;DivK1c_001075;SCHEMBL373105;F1956-0007;CHEMBL1374722;HMS548B13;DTXSID90353032;HQULGJDHOPDURG-UHFFFAOYSA-N;HMS2597C14;HMS3379J06;MFCD00052899;AKOS002664504;FS-1505;SDCCGMLS-0065925.P001;SMR000324860;5-Pyrid-2-yl-thiophene-2-carboxylic acid;5-(2-pyridinyl)thiophene-2-carboxylic acid;5-(2-pyridyl)-thiophene-2-carboxylic acid;5-(pyrid-2-yl)thiophene-2-carboxylic acid;?5-(2-Pyridyl)Thiophene-2-Carboxylic acid;2-Thiophenecarboxylicacid,5-(2-pyridinyl)-;FT-0619604;5-(pyridin-2-yl)-2-thiophenecarboxylic acid;EN300-104673;A804194;W-205038;5-(2-pyridyl)thiophene-2-carboxylic acid, AldrichCPR;BRD-K47885009-001-07-0;Z361925750

Chemical Property of 5-(Pyridin-2-yl)thiophene-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.58E-07mmHg at 25°C
• Melting Point: 232-236°C
• Boiling Point: 412°Cat760mmHg
• Flash Point: 203°C
• PSA: 78.43000
• Density: 1.368g/cm³
• LogP: 2.50830
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• 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

5-(Pyridin-2-yl)thiophene-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C2=CC=C(S2)C(=O)O
• Uses: 5-(Pyridin-2-yl)thiophene-2-carboxylic acid has been studied as a possible potent histone deacetylase (HDAC) inhibitor.

Technology Process of 5-(Pyridin-2-yl)thiophene-2-carboxylic acid

There total 4 articles about 5-(Pyridin-2-yl)thiophene-2-carboxylic 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:

thiophene-2-carbonitrile (1003-31-2) → 5-(pyridin-2-yl)thiophene-2-carboxylic acid (119082-97-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 76.8 percent / cobaltocene / tetrahydrofuran / 4 h / 140 °C / 9120 Torr

2: 1.) 1.5 N BuLi/hexane / 1.) THF, 0 deg C, 15 min, 2.) -78 deg C

With n-butyllithium; cobaltocene; hexane; In tetrahydrofuran;

Reference yield:

2'-(2-thienyl)pyridine (3319-99-1) → 5-(pyridin-2-yl)thiophene-2-carboxylic acid (119082-97-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / Br₂, glacial acetic acid / 6 h

2: 1.) BuLi / 1.) -78 deg C

With n-butyllithium; bromine; acetic acid;

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + 2'-(2-thienyl)pyridine (3319-99-1) → 5-(pyridin-2-yl)thiophene-2-carboxylic acid (119082-97-2)

Guidance literature:

With n-butyllithium; hexane; Yield given. Multistep reaction; 1.) THF, 0 deg C, 15 min, 2.) -78 deg C;

upstream raw materials:

carbon dioxide

2'-(2-thienyl)pyridine

2-(5-bromothiophen-2-yl)pyridine

thiophene-2-carbonitrile

Downstream raw materials:

(3S)-1-(2-hydroxy-2-(4-(5-(5-(pyridin-2-yl)thiophen-2-yl)-1,2,4-oxadiazol-3-yl)phenyl)ethyl)piperidine-3-carboxylic acid

C₂₄H₁₇FN₄O₂S

C₂₄H₁₇FN₄O₂S

C₂₄H₁₇FN₄O₂S

Refernces

• 1、 Ivanov, A. P.,Levin, D. Z.,Promonenkov, V. K.,Mortikov, E. S.. "SYNTHESIS OF 2-(2-THIENYL)PYRIDINE AND SOME OF ITS DERIVATIVES". . p. 570 - 575. Retrieved 2007/10/02.