2-Cyano-3,5-difluoropyridine

Base Information

• Chemical Name: 2-Cyano-3,5-difluoropyridine
• CAS No.: 298709-29-2
• Molecular Formula: C6H2F2N2
• Molecular Weight: 140.092
• Hs Code.: 2933399090
• European Community (EC) Number: 678-766-6
• DSSTox Substance ID: DTXSID80382538
• Wikidata: Q72458062
• Mol file: 298709-29-2.mol

Synonyms:2-Cyano-3,5-difluoropyridine;298709-29-2;3,5-difluoropicolinonitrile;3,5-difluoropyridine-2-carbonitrile;3,5-Difluoro-2-cyanopyridine;2-PYRIDINECARBONITRILE, 3,5-DIFLUORO-;MFCD03788759;SCHEMBL186339;3,5-difluoro-2-cyano pyridine;DTXSID80382538;WLBIFECTHKFYKV-UHFFFAOYSA-N;3,5-difluoro-2-pyridincarbonitrile;BCP22078;BBL104041;CL8874;STL557855;3,5-Difluoro-pyridine-2-carbonitrile;AKOS005063486;AC-9493;CS-W008080;PB20853;AS-15764;SY012024;3,5-Difluoropyridine-2-carbonitrile, 97%;AM20070201;C2753;FT-0612093;EN300-84245;J-511334;3,5-Difluoropicolinitrile

Chemical Property of 2-Cyano-3,5-difluoropyridine

Chemical Property:

• Vapor Pressure: 0.618mmHg at 25°C
• Melting Point: 32-34 °C
• Refractive Index: 1.483
• Boiling Point: 187.8 °C at 760 mmHg
• PKA: -5.16±0.20(Predicted)
• Flash Point: 67.4 °C
• PSA: 36.68000
• Density: 1.36 g/cm³
• LogP: 1.23148
• Storage Temp.: 0-10°C
• Solubility.: soluble in Methanol
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 140.01860440
• Heavy Atom Count: 10
• Complexity: 162

Purity/Quality:

98%, ^*data from raw suppliers

2-Cyano-3,5-difluoropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/38-41-37/38-22
• Safety Statements: 26-36/37/39-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=C1F)C#N)F
• Uses: 2-Cyano-3,5-difluoropyridine is a versatile reactant used in the preparation of potent and selective inhibitors of DPP-4 that exhibit an attractive pharmacokinetic profile as antidiabetics.

Technology Process of 2-Cyano-3,5-difluoropyridine

There total 1 articles about 2-Cyano-3,5-difluoropyridine 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:

2-Cyano-3,5-dichloropyridine (85331-33-5) → 3,5-difluoropyridine-2-carbonitrile (298709-29-2)

Guidance literature:

With polyethylene glycol 8000; potassium fluoride; In dimethyl sulfoxide; at 160 ℃; for 0.5h;

Reference yield: 89.0%

3,5-difluoropyridine-2-carbonitrile (298709-29-2) + 2-methoxyphenylmagnesium bromide (16750-63-3) → (3,5-difluoropyridin-2-yl)(2-methoxyphenyl)methanone (864543-75-9)

Guidance literature:

In tetrahydrofuran; at 0 ℃;

DOI:10.3987/COM-09-11808

Reference yield: 73.0%

3,5-difluoropyridine-2-carbonitrile (298709-29-2) + 4-Methoxybenzyl alcohol (105-13-5) → 3,5-bis(4-methoxybenzyloxy)pyridine-2-carbonitrile (1393456-51-3)

Guidance literature:

4-Methoxybenzyl alcohol; With sodium hydride; In N,N-dimethyl-formamide; for 0.833333h; Inert atmosphere;

3,5-difluoropyridine-2-carbonitrile; In N,N-dimethyl-formamide; at 100 ℃; for 18.5h; Inert atmosphere; Cooling with ice;

upstream raw materials:

2-Cyano-3,5-dichloropyridine

Downstream raw materials:

5-fluoro-3-(2-fluoro-4-iodo-phenylamino)-pyridine-2-carbonitrile

3,5-difluoropicolinaldehyde

(3,5-difluoropyridin-2-yl)(2-methoxyphenyl)methanone

1-(3,5-difluoropyridin-2-yl)ethan-1-one

Refernces