3-Fluoro-2-formylpyridine

Base Information

• Chemical Name: 3-Fluoro-2-formylpyridine
• CAS No.: 31224-43-8
• Molecular Formula: C6H4FNO
• Molecular Weight: 125.102
• Hs Code.: 2933399990
• European Community (EC) Number: 690-026-4
• DSSTox Substance ID: DTXSID20462888
• Wikidata: Q72476755
• Mol file: 31224-43-8.mol

Synonyms:3-fluoro-2-formylpyridine;31224-43-8;3-fluoropyridine-2-carbaldehyde;3-fluoropicolinaldehyde;3-Fluoro-2-pyridinecarboxaldehyde;3-fluoropyridine-2-carboxaldehyde;MFCD07781234;3-fluoro-pyridine-2-carbaldehyde;2-PYRIDINECARBOXALDEHYDE, 3-FLUORO-;3-fluoro-2-formyl-pyridine;SCHEMBL1466874;3-fluoropyridin-2-carboaldehyde;3-fluoro-pyridin-2-carbaldehyde;(3-fluoropyridin-2-yl)methanone;3-fluoropyridine-2-carboaldehyde;DTXSID20462888;2-FORMYL-3-FLUOROPYRIDINE;OZIMPUNGBUYCSP-UHFFFAOYSA-N;AKOS005063863;3-fluoro-2-formylpyridine, AldrichCPR;BG-0721;CS-W001028;HY-W001028;PB22063;AC-33369;SY022254;A5656;AM20070289;F0975;FT-0650040;EN300-94655;J-512561;Z1201624236

Chemical Property of 3-Fluoro-2-formylpyridine

Chemical Property:

• Vapor Pressure: 7.51E-11mmHg at 25°C
• Melting Point: 49 °C
• Refractive Index: 1.607
• Boiling Point: 54.5 °C Enthalpy of Vaporization: 40.3 kJ/mol
• PKA: 1.25±0.10(Predicted)
• Flash Point: 54.5 °C
• PSA: 29.96000
• Density: 1.269 g/cm³
• LogP: 1.03320
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: soluble in Methanol
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 125.027691913
• Heavy Atom Count: 9
• Complexity: 107

Purity/Quality:

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

3-Fluoro-2-pyridinecarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)C=O)F
• Uses: 3-Fluoropyridine-2-carboxaldehyde is used to prepare taxoids derived from 9β-dihydrobaccatin-9,10-acetals with anti-tumor activities. It is also an intermediate used to synthesize S-3578 derivatives with potent activities against both methicillin-resistant Staphylococcus aureus (MRSA) and Pseudomonas aeruginosa.

Technology Process of 3-Fluoro-2-formylpyridine

There total 16 articles about 3-Fluoro-2-formylpyridine 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: 60.0%

3-Fluoropyridine (372-47-4) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-fluoropyridine-2-carbaldehyde (31224-43-8)

Guidance literature:

3-Fluoropyridine; With 1,4-diaza-bicyclo[2.2.2]octane; n-butyllithium; In diethyl ether; hexane; at -70 - -60 ℃; for 1.5h;

N,N-dimethyl-formamide; In diethyl ether; hexane; at -70 ℃; for 1h;

Reference yield: 47.0%

C13H10FN (1319649-53-0) → 3-fluoropyridine-2-carbaldehyde (31224-43-8)

Guidance literature:

C₁₃H₁₀FN; With ozone;

With hydrogen;

DOI:10.1016/j.jfluchem.2011.05.028

Reference yield: 11.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-fluoropyridine-2-carbaldehyde (31224-43-8)

Guidance literature:

3-Fluoropyridine; With 1,4-diaza-bicyclo[2.2.2]octane; n-butyllithium; In diethyl ether; hexane; at -78 - -20 ℃; for 2h;

N,N-dimethyl-formamide; In diethyl ether; hexane; at -60 - -20 ℃; for 4h;

upstream raw materials:

3-Fluoropyridine

N,N-dimethyl-formamide

formic acid ethyl ester

2-Amino-6-methylpyridine

Downstream raw materials:

1H-pyrazolo-[4,3-b]-pyridine

3-fluoro-2-(1H-imidazol-2-yl)pyridine

3-fluoropyridine-2-carbaldehyde oxime

(R)-N-((1R,2R)-3-((S)-4-benzyl-5,5-dimethyl-2-oxooxazolidin-3-yl)-1-(3-fluoropyridin-2-yl)-2-methyl-3-oxopropyl)-2-methylpropane-2-sulfinamide

Refernces

• 1、 Horne, Daniel B.,Biswas, Kaustav,Brown, James,Bartberger, Michael D.,Clarine, Jeffrey,Davis, Carl D.,Gore, Vijay K.,Harried, Scott,Horner, Michelle,Kaller, Matthew R.,Lehto, Sonya G.,Liu, Qingyian,Ma, Vu V.,Monenschein, Holger,Nguyen, Thomas T.,Yuan, Chester C.,Youngblood, Beth D.,Zhang, Maosheng,Zhong, Wenge,Allen, Jennifer R.,Chen, Jian Jeffrey,Gavva, Narender R.. "Discovery of TRPM8 Antagonist (S)-6-(((3-Fluoro-4-(trifluoromethoxy)phenyl)(3-fluoropyridin-2-yl)methyl)carbamoyl)nicotinic Acid (AMG 333), a Clinical Candidate for the Treatment of Migraine". . p. 8186 - 8201. Retrieved 2018/09/21.
• 2、 -. "TRPM8 ANTAGONISTS AND THEIR USE IN TREATMENTS". Page/Page column 102-103. . Retrieved 2013/02/28.