4-Methoxyfuro[3,2-c]pyridine-2-carbaldehyde

Base Information

• Chemical Name: 4-Methoxyfuro[3,2-c]pyridine-2-carbaldehyde
• CAS No.: 86518-09-4
• Molecular Formula: C₉H₇NO₃
• Molecular Weight: 177.159
• DSSTox Substance ID: DTXSID201253400
• Mol file: 86518-09-4.mol

Synonyms:4-methoxyfuro[3,2-c]pyridine-2-carbaldehyde;86518-09-4;SCHEMBL19585381;DTXSID201253400;AT32592;CS-0083001;4-Methoxyfuro[3,2-c]pyridine-2-carboxaldehyde

Chemical Property of 4-Methoxyfuro[3,2-c]pyridine-2-carbaldehyde

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 177.042593085
• Heavy Atom Count: 13
• Complexity: 197

Purity/Quality:

99% ^*data from raw suppliers

4-Methoxyfuro[3,2-c]pyridine-2-carbaldehyde 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=NC=CC2=C1C=C(O2)C=O

Technology Process of 4-Methoxyfuro[3,2-c]pyridine-2-carbaldehyde

There total 2 articles about 4-Methoxyfuro[3,2-c]pyridine-2-carbaldehyde 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: 89.9%

methoxy-4 furo<3,2-c>pyridine (63618-60-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → formyl-2 methoxy-4 furo<3,2-c>pyridine (86518-09-4)

Guidance literature:

methoxy-4 furo<3,2-c>pyridine; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.25h;

N,N-dimethyl-formamide; In tetrahydrofuran; at -78 - 20 ℃; for 1.25h;

Reference yield:

4-chlorofuro[3,2-c]pyridine (31270-80-1) → formyl-2 methoxy-4 furo<3,2-c>pyridine (86518-09-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 59.6 percent / dimethylformamide / 1 h / Heating

2: 1.) t-butyl lithium / 1.) THF, -65 deg C, 5 min; -10 deg C, 15 min, 2.) -65 deg C to -60 deg C, 30 min; room temperature, 1 h

With tert.-butyl lithium; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)88687-7

Reference yield: 89.0%

formyl-2 methoxy-4 furo<3,2-c>pyridine (86518-09-4) → formyl-2 dihydro-4,5 oxo-4 furo<3,2-c>pyridine (86518-17-4)

Guidance literature:

With hydrogenchloride; In water; for 3h; Reflux;

upstream raw materials:

methoxy-4 furo<3,2-c>pyridine

N,N-dimethyl-formamide

4-chlorofuro[3,2-c]pyridine

Downstream raw materials:

formyl-2 dihydro-4,5 oxo-4 furo<3,2-c>pyridine