2,4-Difluoro-3-nitropyridine

Base Information

• Chemical Name: 2,4-Difluoro-3-nitropyridine
• CAS No.: 60186-14-3
• Molecular Formula: C5H2F2N2O2
• Molecular Weight: 160.0783864
• Hs Code.: 2933399990
• European Community (EC) Number: 813-087-2
• DSSTox Substance ID: DTXSID80465355
• Nikkaji Number: J1.497.228E
• Wikidata: Q82291217
• Mol file: 60186-14-3.mol

Synonyms:2,4-difluoro-3-nitropyridine;60186-14-3;4-difluoro-3-nitropyridine;Pyridine, 2,4-difluoro-3-nitro-;SCHEMBL3345352;DTXSID80465355;BEWIQKYGRIAYST-UHFFFAOYSA-N;MFCD18802742;AKOS022185491;SB53171;CS-0091203;EN300-305408;F11645

Chemical Property of 2,4-Difluoro-3-nitropyridine

Chemical Property:

• Melting Point: 6 °C
• Boiling Point: 256.5±35.0 °C(Predicted)
• PKA: -5.60±0.18(Predicted)
• PSA: 58.71000
• Density: 1.555±0.06 g/cm3(Predicted)
• LogP: 1.79120
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 160.00843363
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,4-Difluoro-3-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C(=C1F)[N+](=O)[O-])F
• Uses: 2,4-Difluoro-3-nitropyridine is a reactant that has been used in the preparation of AMP579, a novel adenosine A1/A2 receptor agonist.

Technology Process of 2,4-Difluoro-3-nitropyridine

There total 4 articles about 2,4-Difluoro-3-nitropyridine 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: 90.0%

2,4-dichloro-3-nitro-pyridine (5975-12-2) → 2,4-difluoro-3-nitropyridine (60186-14-3)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; potassium fluoride; 18-crown-6 ether; at 100 ℃; for 2h;

DOI:10.1021/jo001066f

Reference yield: 83.0%

→ 2,4-difluoro-3-nitropyridine (60186-14-3)

Guidance literature:

Reference yield:

1-methyl-pyrrolidin-2-one (872-50-4,26138-58-9) + 2,4-dichloro-3-nitro-pyridine (5975-12-2) → 2,4-difluoro-3-nitropyridine (60186-14-3)

Guidance literature:

With KF; In ethyl acetate;

upstream raw materials:

2,4-dichloro-3-nitro-pyridine

1-methyl-pyrrolidin-2-one

tetraphenylphosphonium bromide

Downstream raw materials:

(R)-N-[1-[(3-chlorothien-2-yl)methyl]propyl]-N-(2-fluoro-3-nitropyrid-4-yl)-4-methylbenzenesulfonamide

[1S-[1α,2β,3β,4α(S*)]]-4-[7-[[1-[(3-chlorothien-2-yl)methyl]propyl]amino]-3H-imidazo[4,5-b]pyrid-3-yl] N-ethyl 2,3-dihydroxycyclopentanecarboxamide

[3aR-[3aα,4α,6a(R*),6aα]]-6-[7-[[1-[(3-chlorothien-2-yl)methyl]propyl][4-methylbenzenesulfonyl]amino]-3H-imidazo(4,5-b)pyrid-3-yl] N-ethyl tetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxole-4-carboxamide

[3aR-[3aα,4α,6a(R*),6aα]]-6-[4-[[1-[(3-chlorothien-2-yl)methyl]propyl][4-methylbenzenesulfonyl]amino]-3-aminopyrid-2-ylamino] N-ethyl tetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxole-4-carboxamide