1H-Pyrrolo[2,3-c]pyridine-5-carbaldehyde

Base Information

• Chemical Name: 1H-Pyrrolo[2,3-c]pyridine-5-carbaldehyde
• CAS No.: 130473-26-6
• Molecular Formula: C8H6N2O
• Molecular Weight: 146.148
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40562536
• Wikidata: Q82446744
• Mol file: 130473-26-6.mol

Synonyms:1H-Pyrrolo[2,3-c]pyridine-5-carbaldehyde;130473-26-6;1H-PYRROLO[2,3-C]PYRIDINE-5-CARBOXALDEHYDE;1H-Pyrrolo[2,3-c]pyridine-5-carboxaldehyde (9CI);MFCD10697530;5-formyl-6-azaindole;6-Azaindole-5-carbaldehyde;SCHEMBL843601;DTXSID40562536;SHTJIHCOCNIHLP-UHFFFAOYSA-N;AMY27670;AKOS006303403;AB59848;DS-16770;SY111812;C72214

Chemical Property of 1H-Pyrrolo[2,3-c]pyridine-5-carbaldehyde

Chemical Property:

• Boiling Point: 353.864 °C at 760 mmHg
• PKA: 13.80±0.40(Predicted)
• Flash Point: 171.762 °C
• PSA: 45.75000
• Density: 1.369 g/cm³
• LogP: 1.37540
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 146.048012819
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

99%, ^*data from raw suppliers

1H-Pyrrolo[2,3-c]pyridine-5-carbaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC2=CN=C(C=C21)C=O

Technology Process of 1H-Pyrrolo[2,3-c]pyridine-5-carbaldehyde

There total 5 articles about 1H-Pyrrolo[2,3-c]pyridine-5-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: 95.0%

5-(1,3-Dioxolan-2-yl)-1H-pyrrolo<2,3-c>pyridine (130473-24-4) → 1H-Pyrrolo<2,3-c>pyridine-5-carboxaldehyde (130473-26-6)

Guidance literature:

With toluene-4-sulfonic acid; In water; acetonitrile; for 5h; Heating;

DOI:10.1016/S0040-4020(01)85462-4

Reference yield:

2-(1,3-dioxolan-2-yl)-4-methyl-5-nitropyridine (119694-70-1) → 1H-Pyrrolo<2,3-c>pyridine-5-carboxaldehyde (130473-26-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / dimethylformamide / 3 h / 90 °C

2: p-toluenesulfonic acid / acetonitrile; H₂O / 5 h / Heating

With toluene-4-sulfonic acid; In water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm0602413

Reference yield:

[(Z)-2-(2-[1,3]Dioxolan-2-yl-5-nitro-pyridin-4-yl)-vinyl]-dimethyl-amine → 1H-Pyrrolo<2,3-c>pyridine-5-carboxaldehyde (130473-26-6)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 1) 5percent Pd/BaSO₄ 2) 10percent Pd/C / 1) 2) EtOH, atmospheric pressure

2: 95 percent / p-TsOH*H₂O / acetonitrile; H₂O / 5 h / Heating

With hydrogen; toluene-4-sulfonic acid; Pd-BaSO₄; In water; acetonitrile;

DOI:10.1016/S0040-4020(01)85462-4

upstream raw materials:

5-(1,3-Dioxolan-2-yl)-1H-pyrrolo<2,3-c>pyridine

2,4-lutidine

4-methyl-5-nitropyridine-2-carboxaldehyde

2-(1,3-dioxolan-2-yl)-4-methyl-5-nitropyridine

Downstream raw materials:

1H-Pyrrolo<2,3-c>pyridine-5-carboxylic acid

2-[(1H-Pyrrolo[2,3-c]pyridine-5-carbonyl)-amino]-benzoic acid

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