1H-Pyrrolo[3,2-c]pyridine-2,3-dione

Base Information

• Chemical Name: 1H-Pyrrolo[3,2-c]pyridine-2,3-dione
• CAS No.: 169037-38-1
• Molecular Formula: C7H4N2O2
• Molecular Weight: 148.12
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00443630
• Nikkaji Number: J829.320A
• Wikidata: Q82261521
• Mol file: 169037-38-1.mol

Synonyms:1H-Pyrrolo[3,2-c]pyridine-2,3-dione;169037-38-1;5-Azaisatin;1H-Pyrrolo[3,2-c]pyridine-2,3-dione(9CI);SCHEMBL562478;DTXSID00443630;WXBCGJJPRSHDFX-UHFFFAOYSA-N;MFCD10574998;AKOS006302911;SB34180;CS-0142448;1H,2H,3H-pyrrolo[3,2-c]pyridine-2,3-dione;A902868

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

Chemical Property:

• PKA: 8.04±0.20(Predicted)
• PSA: 59.06000
• Density: 1.469±0.06 g/cm3(Predicted)
• LogP: 0.35440
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 148.027277375
• Heavy Atom Count: 11
• Complexity: 215

Purity/Quality:

97% ^*data from raw suppliers

1H-Pyrrolo[3,2-c]pyridine-2,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC2=C1NC(=O)C2=O

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

There total 4 articles about 1H-Pyrrolo[3,2-c]pyridine-2,3-dione 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: 68.0%

ethyl 2-(4-((tert-butoxycarbonyl)amino)pyridin-3-yl)-2-oxoacetate (191338-96-2) → 1H-pyrrolo[3,2-c]pyridine-2,3-dione (169037-38-1)

Guidance literature:

at 192 ℃; for 0.416667h;

DOI:10.1002/jhet.5570340213

Reference yield:

(Ph3 P)3 RhCl + N-allyl-5-azaisatin (169037-55-2) → 1H-pyrrolo[3,2-c]pyridine-2,3-dione (169037-38-1)

Guidance literature:

In hydrogenchloride; methanol; aqueous toluene;

Reference yield:

N-(4-pyridyl) t-butyl carbamate (98400-69-2) → 1H-pyrrolo[3,2-c]pyridine-2,3-dione (169037-38-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) tBuLi / 1.) THF, hexane, -10 deg C, 3 h, 2.) THF, hexane, a) -78 deg C, 5 min, b) RT, 15 min

2: 68 percent / 0.42 h / 192 °C

With tert.-butyl lithium;

DOI:10.1002/jhet.5570340213

upstream raw materials:

ethyl 2-(4-((tert-butoxycarbonyl)amino)pyridin-3-yl)-2-oxoacetate

N-(4-pyridyl) t-butyl carbamate

N-allyl-5-azaisatin

Downstream raw materials:

3-[(Z)-2-Amino-phenylimino]-1,3-dihydro-pyrrolo[3,2-c]pyridin-2-one

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