Furo[3,2-c]pyridine-4-carboxylic acid

Base Information

• Chemical Name: Furo[3,2-c]pyridine-4-carboxylic acid
• CAS No.: 190957-82-5
• Molecular Formula: C₈H₅NO₃
• Molecular Weight: 163.133
• DSSTox Substance ID: DTXSID40442001
• Wikidata: Q82259043
• Mol file: 190957-82-5.mol

Synonyms:furo[3,2-c]pyridine-4-carboxylic acid;190957-82-5;Furo[3,2-c]pyridine-4-carboxylicacid;Furo[3,2-c]pyridine-4-carboxylic acid (9CI);SCHEMBL12985283;DTXSID40442001;MFCD11869927;AKOS022714428;CS-0087980;C77574;EN300-305118;Z1255435919

Chemical Property of Furo[3,2-c]pyridine-4-carboxylic acid

Chemical Property:

• Boiling Point: 366.8±22.0 °C(Predicted)
• PKA: 0.79±0.10(Predicted)
• PSA: 63.33000
• Density: 1.455±0.06 g/cm3(Predicted)
• LogP: 1.52600
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 163.026943022
• Heavy Atom Count: 12
• Complexity: 195

Purity/Quality:

97% ^*data from raw suppliers

Furo[3,2-C]pyridine-4-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C2=C1OC=C2)C(=O)O

Technology Process of Furo[3,2-c]pyridine-4-carboxylic acid

There total 2 articles about Furo[3,2-c]pyridine-4-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: 31.0%

4-cyanofuro<3,2-c>pyridine (190957-76-7) → Furo[3,2-c]pyridine-4-carboxylic acid (190957-82-5) + Furo[3,2-c]pyridine-4-carboxamide (190957-79-0)

Guidance literature:

With sulfuric acid; for 0.333333h; Heating;

DOI:10.1002/jhet.5570340223

Reference yield:

furo<3,2-c>pyridine N-oxide (57420-06-1) → Furo[3,2-c]pyridine-4-carboxylic acid (190957-82-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / Et₃N / acetonitrile / 18 h / 100 - 110 °C

2: 11 percent / aq. H₂SO₄ / 0.33 h / Heating

With sulfuric acid; triethylamine; In acetonitrile;

DOI:10.1002/jhet.5570340223

Reference yield:

Furo[3,2-c]pyridine-4-carboxylic acid (190957-82-5) → C30H29BrN2O3

Guidance literature:

Multi-step reaction with 3 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 1 h / 20 °C

1.2: 18 h / 20 °C

2.1: tetrahydrofuran / 1 h / 0 °C

2.2: 1 h / 20 °C

3.1: diisopropylamine; n-butyllithium / tetrahydrofuran; cyclohexane / 1.5 h / -78 - -40 °C / Inert atmosphere

3.2: 4 h / -78 °C / Inert atmosphere

With n-butyllithium; oxalyl dichloride; diisopropylamine; In tetrahydrofuran; dichloromethane; cyclohexane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2018.02.026

upstream raw materials:

4-cyanofuro<3,2-c>pyridine

furo<3,2-c>pyridine N-oxide