5-methoxy-1H-pyrrolo[3,2-b]pyridine-3-carbaldehyde

Base Information

• Chemical Name: 5-methoxy-1H-pyrrolo[3,2-b]pyridine-3-carbaldehyde
• CAS No.: 17288-55-0
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.17
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80348654
• Nikkaji Number: J1.077.085H
• Wikidata: Q82123629
• Mol file: 17288-55-0.mol

Synonyms:5-methoxy-1H-pyrrolo[3,2-b]pyridine-3-carbaldehyde;17288-55-0;5-Methoxy-1H-pyrrolo[3,2-b]pyridine-3-carboxaldehyde;1H-pyrrolo[3,2-b]pyridine-3-carboxaldehyde, 5-methoxy-;SCHEMBL3035666;DTXSID80348654;AKOS006288925;AB45394;CS-0448564;FT-0655776;5-METHOXY-4-AZAINDOLE-3-CARBALDEHYDE;EN300-335957;A811463;W-206045

Chemical Property of 5-methoxy-1H-pyrrolo[3,2-b]pyridine-3-carbaldehyde

Chemical Property:

• Vapor Pressure: 1.82E-05mmHg at 25°C
• Boiling Point: 363.3°C at 760 mmHg
• Flash Point: 173.5°C
• PSA: 54.98000
• Density: 1.347g/cm³
• LogP: 1.38400
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 198

Purity/Quality:

97% ^*data from raw suppliers

5-Methoxy-1H-pyrrolo[3,2-b]pyridine-3-carbaldehyde 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC2=C(C=C1)NC=C2C=O

Technology Process of 5-methoxy-1H-pyrrolo[3,2-b]pyridine-3-carbaldehyde

There total 7 articles about 5-methoxy-1H-pyrrolo[3,2-b]pyridine-3-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: 32.0%

hexamethylenetetramine (100-97-0) + 5-methoxy-4-aza-1H-indole (17288-40-3) → 3-formyl-5-methoxy-1H-pyrrolo<3,2-b>pyridine (17288-55-0)

Guidance literature:

With acetic acid; In water; for 4h; Heating;

DOI:10.3987/com-98-s(h)111

Reference yield:

2-methoxy-5-nitropyridine (5446-92-4) → 3-formyl-5-methoxy-1H-pyrrolo<3,2-b>pyridine (17288-55-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / potassium t-butoxide / tetrahydrofuran / 3 h / -15 °C

2: 81 percent / hydrogen / 10 percent palladium on charcoal / ethanol / 5 h / 2327.17 Torr / Ambient temperature

3: 32 percent / 33 percent acetic acid / H₂O / 4 h / Heating

With potassium tert-butylate; hydrogen; acetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; water;

DOI:10.3987/com-98-s(h)111

Reference yield:

2-(6-methoxy-3-nitropyridin-2-yl)acetonitrile (111795-99-4) → 3-formyl-5-methoxy-1H-pyrrolo<3,2-b>pyridine (17288-55-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / hydrogen / 10 percent palladium on charcoal / ethanol / 5 h / 2327.17 Torr / Ambient temperature

2: 32 percent / 33 percent acetic acid / H₂O / 4 h / Heating

With hydrogen; acetic acid; palladium on activated charcoal; In ethanol; water;

DOI:10.3987/com-98-s(h)111

upstream raw materials:

N,N-dimethyl-formamide

5-methoxy-4-aza-1H-indole

hexamethylenetetramine

2-methoxy-5-nitropyridine

Downstream raw materials:

5-oxo-4,5-dihydro-1H-pyrrolo<3,2-b>pyridine-3-carbaldehyde