Thieno[2,3-b]pyridine-2-carboxylic acid

Base Information

• Chemical Name: Thieno[2,3-b]pyridine-2-carboxylic acid
• CAS No.: 59944-76-2
• Molecular Formula: C8H5NO2S
• Molecular Weight: 179.199
• Hs Code.: 2934999090
• European Community (EC) Number: 640-841-6
• DSSTox Substance ID: DTXSID90428153
• Wikidata: Q82240943
• Mol file: 59944-76-2.mol

Synonyms:thieno[2,3-b]pyridine-2-carboxylic acid;59944-76-2;MFCD07371381;SCHEMBL844336;DTXSID90428153;CHEBI:195134;XGCSHAYMNOFFNA-UHFFFAOYSA-N;AMY12213;AKOS000732794;9P-510S;PB30897;SY101364;CS-0043678;FT-0680734;EN300-248266;A852969;J-524926;thieno[2,3-b]pyridine-2-carboxylic acid, AldrichCPR;Z1201624090

Chemical Property of Thieno[2,3-b]pyridine-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 4.99E-07mmHg at 25°C
• Melting Point: 293 °C
• Refractive Index: 1.731
• Boiling Point: 397.4°C at 760 mmHg
• PKA: 2.33±0.30(Predicted)
• Flash Point: 194.1°C
• PSA: 78.43000
• Density: 1.508g/cm³
• LogP: 1.99450
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 179.00409958
• Heavy Atom Count: 12
• Complexity: 198

Purity/Quality:

98%min ^*data from raw suppliers

Thieno[2,3-b]pyridine-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(N=C1)SC(=C2)C(=O)O
• Uses: Thieno[2,3-b]pyridine-2-carboxylic Acid is a useful reagent in study of neuroprotective and cholinergic properties of multifunctional glutamic acid derivatives for treatment of Alzheimer’s disease.

Technology Process of Thieno[2,3-b]pyridine-2-carboxylic acid

There total 4 articles about Thieno[2,3-b]pyridine-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: 85.0%

methyl thieno[2,3-b]pyridine-2-carboxylate (154650-88-1) → thieno[2,3-b]pyridine-2-carboxylic acid (59944-76-2)

Guidance literature:

With hydrogenchloride; sodium hydroxide; In methanol; water;

Reference yield:

ethyl thieno[2,3-b]pyridine-2-carboxylate (59944-78-4) → thieno[2,3-b]pyridine-2-carboxylic acid (59944-76-2)

Guidance literature:

With potassium hydroxide; In ethanol; for 0.416667h; Heating;

Reference yield:

ethyl 3-aminothieno[2,3-b]pyridine-2-carboxylate (52505-46-1) → thieno[2,3-b]pyridine-2-carboxylic acid (59944-76-2)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) aq. NaNO₂, H₂SO₄, (ii) aq. H₃PO₂

2: KOH / ethanol / 0.42 h / Heating

With potassium hydroxide; In ethanol;

upstream raw materials:

ethyl thieno[2,3-b]pyridine-2-carboxylate

ethyl 3-aminothieno[2,3-b]pyridine-2-carboxylate

methyl thieno[2,3-b]pyridine-2-carboxylate

2-chloro-3-carbaldehydepyridine

Downstream raw materials:

N-{[4-(piperidine-1-sulfonyl)phenyl]methyl}thieno[2,3-b]pyridine-2-carboxamide

thieno[2,3-b]pyridine

Refernces

• 1、 -. "Azabicyclic-substituted fused-heteroaryl compounds for the treatment of disease". . . Retrieved 2008/06/13.