2-Fluoro-5-formylpyridine

Base Information

• Chemical Name: 2-Fluoro-5-formylpyridine
• CAS No.: 677728-92-6
• Molecular Formula: C6H4FNO
• Molecular Weight: 125.102
• Hs Code.: 2933399090
• European Community (EC) Number: 692-035-9
• DSSTox Substance ID: DTXSID80585986
• Wikidata: Q72476760
• Mol file: 677728-92-6.mol

Synonyms:677728-92-6;2-FLUORO-5-FORMYLPYRIDINE;6-Fluoronicotinaldehyde;2-Fluoropyridine-5-carbaldehyde;2-Fluoropyridine-5-carboxaldehyde;6-fluoropyridine-3-carbaldehyde;2-FLUORO-5-PYRIDINECARBOXALDEHYDE;6-fluoro-3-pyridinecarboxaldehyde;MFCD08064049;3-PYRIDINECARBOXALDEHYDE, 6-FLUORO-;2-fluoro-5-formyl pyridine;Nicotinamidase Inhibitor, 21;SCHEMBL114830;BDBM92854;6-fluoro-pyridine-3-carbaldehyde;AMY7971;DTXSID80585986;6-fluoranylpyridine-3-carbaldehyde;6-fluoro-3-pyridine carboxaldehyde;AKOS006344489;AC-1873;CS-W004680;PB23560;PS-9205;SY022307;A9070;EN300-112291;A835884;J-518755

Chemical Property of 2-Fluoro-5-formylpyridine

Chemical Property:

• Vapor Pressure: 0.071mmHg at 25°C
• Refractive Index: 1.544
• Boiling Point: 228.963 °C at 760 mmHg
• PKA: -2.23±0.10(Predicted)
• Flash Point: 92.274 °C
• PSA: 29.96000
• Density: 1.27 g/cm³
• LogP: 1.03320
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• 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:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=NC=C1C=O)F
• Uses: 6-Fluoro-3-pyridinecarboxaldehyde is used in the synthetic preparation of biheteroaryl arylamines as selective inhibitors of phosphoinositol 3-kinases (PI3K), which are selective for PI3K over mTOR and have potential use as antitumor agents.

Technology Process of 2-Fluoro-5-formylpyridine

There total 4 articles about 2-Fluoro-5-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:

(6-fluoropyridin-3-yl)methanol (39891-05-9) → 2-fluoro-5-formylpyridine (677728-92-6)

Guidance literature:

With acetic anhydride; sodium nitrite; at 0 ℃;

DOI:10.1021/bi1012518

Reference yield:

5-bromo-2-fluoropyridine (766-11-0) + Methyl formate (107-31-3) → 2-fluoro-5-formylpyridine (677728-92-6)

Guidance literature:

5-bromo-2-fluoropyridine; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.25h;

Methyl formate; In tetrahydrofuran; diethyl ether; hexane; for 0.0833333h;

Reference yield:

5-bromo-2-fluoropyridine (766-11-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-fluoro-5-formylpyridine (677728-92-6)

Guidance literature:

With n-butyllithium; In diethyl ether; at -78 - 20 ℃;

upstream raw materials:

5-bromo-2-fluoropyridine

N,N-dimethyl-formamide

Methyl formate

6-fluoronicotinic acid

Downstream raw materials:

[3-(9-{1-[(6-fluoropyridin-3-yl)methyl]piperidin-4-yl}-6-morpholin-4-yl-9H-purin-2-yl)phenyl]methanol

3-(9-{1-[(6-fluoropyridin-3-yl)methyl]piperidin-4-yl}-6-morpholin-4-yl-9H-purin-2-yl)phenol

4-(5-formyl-pyridin-2-yloxy)-benzoic acid methyl ester

(S,S)-N-(3-{3-fluoro-4-[5-(2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazin-6-yloxymethyl)-pyridin-2-yloxy]-phenyl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide

Refernces

• 1、 French, Jarrod B.,Cen, Yana,Vrablik, Tracy L.,Xu, Ping,Allen, Eleanor,Hanna-Rose, Wendy,Sauve, Anthony A.. "Characterization of nicotinamidases: Steady state kinetic parameters, classwide inhibition by nicotinaldehydes, and catalytic mechanism". . p. 10421 - 10439. Retrieved 2011/10/07.
• 2、 -. "MELANIN-CONCENTRATING HORMONE RECEPTOR ANTAGONISTS CONTAINING PIPERIDINE DERIVATIVES AS THE ACTIVE INGREDIENT". Page/Page column 31. . Retrieved 2010/02/14.