Furo[2,3-c]pyridine-5-carboxylic acid (9CI)

Base Information

• Chemical Name: Furo[2,3-c]pyridine-5-carboxylic acid (9CI)
• CAS No.: 478148-62-8
• Molecular Formula: C8H5NO3
• Molecular Weight: 163.133
• Hs Code.: 2934999090
• Mol file: 478148-62-8.mol

Synonyms:Furo[2,3-c]pyridine-5-carboxylic acid

Chemical Property of Furo[2,3-c]pyridine-5-carboxylic acid (9CI)

Chemical Property:

• Boiling Point: 366.789 °C at 760 mmHg
• PKA: 1.06±0.30(Predicted)
• Flash Point: 175.628 °C
• PSA: 63.33000
• Density: 1.455 g/cm³
• LogP: 1.52600
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

Furo[2,3-C]pyridine-5-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Furo[2,3-c]pyridine-5-carboxylic acid (9CI)

There total 10 articles about Furo[2,3-c]pyridine-5-carboxylic acid (9CI) 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: 94.0%

furo[2,3-c]pyridine-5-carbaldehyde (478148-61-7) → furo[2,3-c]pyridine-5-carboxylic acid (478148-62-8)

Guidance literature:

With potassium dihydrogenphosphate; NaClO₂; In methanol; water; dimethyl sulfoxide;

Reference yield:

2-chloro-3-hydroxypyridine (6636-78-8) → furo[2,3-c]pyridine-5-carboxylic acid (478148-62-8)

Guidance literature:

Multi-step reaction with 7 steps

1: aq. NaHCO₃ / 15 h / 90 °C

2: aq. NaHCO₃; I₂ / 48 h / 20 °C

3: 11.4 g / Pd(PPh₃)2Cl₂; CuI; Et₃N / tetrahydrofuran; CHCl₃ / 3 h / 20 °C

4: CuI; diisopropylamine / methanol / 6 h / 45 - 50 °C

5: 19.5 g / Zn; aq. HCl / ethanol / 1 h / Heating

6: 86 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

7: aq. KH₂PO₄; sodium chlorite / dimethylsulfoxide

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; sodium chlorite; potassium dihydrogenphosphate; copper(l) iodide; oxalyl dichloride; iodine; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; diisopropylamine; zinc; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; dimethyl sulfoxide; 3: Sonogashira coupling / 6: Swern oxidation;

DOI:10.1021/jm0602413

Reference yield:

2-chloro-6-(hydroxymethyl)-3-pyridinol (208519-41-9) → furo[2,3-c]pyridine-5-carboxylic acid (478148-62-8)

Guidance literature:

Multi-step reaction with 6 steps

1: aq. NaHCO₃; I₂ / 48 h / 20 °C

2: 11.4 g / Pd(PPh₃)2Cl₂; CuI; Et₃N / tetrahydrofuran; CHCl₃ / 3 h / 20 °C

3: CuI; diisopropylamine / methanol / 6 h / 45 - 50 °C

4: 19.5 g / Zn; aq. HCl / ethanol / 1 h / Heating

5: 86 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

6: aq. KH₂PO₄; sodium chlorite / dimethylsulfoxide

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; sodium chlorite; potassium dihydrogenphosphate; copper(l) iodide; oxalyl dichloride; iodine; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; diisopropylamine; zinc; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; dimethyl sulfoxide; 2: Sonogashira coupling / 5: Swern oxidation;

DOI:10.1021/jm0602413

upstream raw materials:

furo[2,3-c]pyridine-5-carbaldehyde

furo[2,3-c]pyridin-5-yl methanol

2-chloro-3-hydroxypyridine

2-chloro-6-(hydroxymethyl)-3-pyridinol

Downstream raw materials:

PHA-543613

Refernces

• 1、 -. "CRYSTALLINE FUMARATE SALTS OF 1-AZABICYCLO[2.2.2]OCT SUBSTITUTED FURO[2,3-C]PYRIDINYL CARBOXAMIDE AND COMPOSITIONS AND PREPARATIONS THEREOF". Page 36. . Retrieved 2008/06/13.
• 2、 -. "Quinuclidines-substituted-multi-cyclic-heteroaryls for the treatment of disease". . . Retrieved 2008/06/13.