Furo[2,3-b]pyridin-5-ylmethanol

Base Information

• Chemical Name: Furo[2,3-b]pyridin-5-ylmethanol
• CAS No.: 169815-81-0
• Molecular Formula: C8H7NO2
• Molecular Weight: 149.14700
• DSSTox Substance ID: DTXSID20434803
• Wikidata: Q82249317
• Mol file: 169815-81-0.mol

Synonyms:furo[2,3-b]pyridin-5-ylmethanol;169815-81-0;FURO[2,3-B]PYRIDINE-5-METHANOL;Furo[2,3-b]pyridine-5-methanol (9CI);SCHEMBL2846208;DTXSID20434803;WHLVYONEGXBNHS-UHFFFAOYSA-N;furo[2,3-b]pyridin-5-yl-methanol

Chemical Property of Furo[2,3-b]pyridin-5-ylmethanol

Chemical Property:

• Boiling Point: 284.1±25.0 °C(Predicted)
• PKA: 13.56±0.10(Predicted)
• PSA: 46.26000
• Density: 1.315±0.06 g/cm3(Predicted)
• LogP: 1.32010
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 149.047678466
• Heavy Atom Count: 11
• Complexity: 140

Purity/Quality:

Furo[2,3-b]pyridin-5-ylmethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=COC2=NC=C(C=C21)CO

Technology Process of Furo[2,3-b]pyridin-5-ylmethanol

There total 14 articles about Furo[2,3-b]pyridin-5-ylmethanol 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: 78.0%

ethyl furo<2,3-b>pyridyne-5-carboxylate (160729-90-8) → 5-hydroxymethyl furo[2,3-b]pyridine (169815-81-0)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; at -4 ℃;

DOI:10.1002/jhet.5570320431

Reference yield:

methyl furo[2,3-b]pyridine-5-carboxylate (169815-80-9) → 5-hydroxymethyl furo[2,3-b]pyridine (169815-81-0)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran;

Reference yield:

4-chlorofuro<2,3-b>pyridine-2,5-dicarboxylicacid 5-ethyl 2-methyl ester (124031-00-1) → 5-hydroxymethyl furo[2,3-b]pyridine (169815-81-0)

Guidance literature:

Multi-step reaction with 4 steps

1: LiOH*H₂O / tetrahydrofuran / Ambient temperature; overnight

2: 86 percent / ammonium formate / 2.) 5percent Pd on C / tetrahydrofuran; H₂O / 6 h / Ambient temperature

3: 59 percent / Cu₂O / quinoline / 2 h / 150 °C

4: 78 percent / DIBAL-H / tetrahydrofuran / -4 °C

With copper(I) oxide; lithium hydroxide; ammonium formate; diisobutylaluminium hydride; palladium on activated charcoal; In tetrahydrofuran; quinoline; water;

DOI:10.1002/jhet.5570320431

upstream raw materials:

ethyl furo<2,3-b>pyridyne-5-carboxylate

furo<2,3-b>pyridine-2,5-dicarboxylic acid 5-ethyl ester

4-chlorofuro<2,3-b>pyridine-2,5-dicarboxylicacid 5-ethyl 2-methyl ester

4-hydroxyfurol<2,3-b>pyridine-2,5-dicarboxylic acid 5-ethyl 2-methyl ester

Downstream raw materials:

5-formylfuro<2,3-b>pyridine