1H-Pyrrolo[2,3-B]pyridine, 3-nitro-, 7-oxide

Base Information

• Chemical Name: 1H-Pyrrolo[2,3-B]pyridine, 3-nitro-, 7-oxide
• CAS No.: 74420-07-8
• Molecular Formula: C₇H₅N₃O₃
• Molecular Weight: 179.135
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30505538
• NSC Number: 288718
• Wikidata: Q82360739
• Mol file: 74420-07-8.mol

Synonyms:74420-07-8;3-Nitro-1H-pyrrolo[2,3-b]pyridine 7-oxide;1H-PYRROLO[2,3-B]PYRIDINE, 3-NITRO-, 7-OXIDE;7-hydroxy-3-nitropyrrolo[2,3-b]pyridine;SCHEMBL2104861;DTXSID30505538;GQTWAGYNMJJEDX-UHFFFAOYSA-N;CS-B0507;NSC288718;AKOS006291021;NSC-288718;CS-14115;3-Nitro-7H-pyrrolo[2,3-b]pyridin-7-ol;3-Nitro-1H-pyrrolo[2,3-b]pyridine7-oxide;3-nitro-1H-pyrrolo[2,3-b]pyridine-7-oxide

Chemical Property of 1H-Pyrrolo[2,3-B]pyridine, 3-nitro-, 7-oxide

Chemical Property:

• Melting Point: 276-277.5 °C (decomp)
• Boiling Point: 463.3 °C at 760 mmHg
• PKA: 9.65±0.40(Predicted)
• Flash Point: 234 °C
• PSA: 87.07000
• Density: 1.68 g/cm³
• LogP: 2.02780
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 179.03309103
• Heavy Atom Count: 13
• Complexity: 218

Purity/Quality:

≥95% ^*data from raw suppliers

3-Nitro-7-oxide-7-azaindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(C2=NC=C(C2=C1)[N+](=O)[O-])O

Technology Process of 1H-Pyrrolo[2,3-B]pyridine, 3-nitro-, 7-oxide

There total 6 articles about 1H-Pyrrolo[2,3-B]pyridine, 3-nitro-, 7-oxide 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: 74.0%

1H-Pyrrolo[2,3-b]pyridine-7-oxide (55052-24-9) → 3-nitro-1H-pyrrolo<2,3-b>pyridine 7-oxide (74420-07-8)

Guidance literature:

With sulfolane; nitronium tetrafluoborate; for 2h; Ambient temperature;

DOI:10.1021/jo01308a021

Reference yield: 60.0%

1H-Pyrrolo[2,3-b]pyridine-7-oxide (55052-24-9) → 3-nitro-1H-pyrrolo<2,3-b>pyridine 7-oxide (74420-07-8) + 4-nitro-1H-pyrrolo<2,3-b>pyridine 7-oxide (74420-06-7)

Guidance literature:

With nitric acid; trifluoroacetic acid; at 0 ℃;

DOI:10.1021/jm00352a035

Reference yield: 53.3%

7-Hydroxy-1H-pyrrolo<2,3-b>pyridinium m-chlorobenzoate (74420-18-1) → 3-nitro-1H-pyrrolo<2,3-b>pyridine 7-oxide (74420-07-8)

Guidance literature:

With sulfuric acid; nitric acid; for 2h; Ambient temperature;

DOI:10.1021/jo01308a021

upstream raw materials:

3-Bromo-1H-pyrrolo<2,3-b>pyridine 7-oxide

7-Hydroxy-1H-pyrrolo<2,3-b>pyridinium m-chlorobenzoate

1H-Pyrrolo[2,3-b]pyridine-7-oxide

7-Azaindole

Downstream raw materials:

4-chloro-3-nitro-1H-pyrrolo[2,3-b]pyridine