2-Fluoroisonicotinaldehyde

Base Information

• Chemical Name: 2-Fluoroisonicotinaldehyde
• CAS No.: 131747-69-8
• Molecular Formula: C6H4FNO
• Molecular Weight: 125.102
• Hs Code.: 2933399090
• European Community (EC) Number: 640-601-0
• DSSTox Substance ID: DTXSID50376641
• Wikidata: Q72476765
• Mol file: 131747-69-8.mol

Synonyms:2-Fluoroisonicotinaldehyde;131747-69-8;2-fluoropyridine-4-carbaldehyde;2-Fluoropyridine-4-carboxaldehyde;2-Fluoro-4-formylpyridine;2-FLUORO-4-PYRIDINECARBOXALDEHYDE;2-Fluoro-pyridine-4-carbaldehyde;4-PYRIDINECARBOXALDEHYDE, 2-FLUORO-;MFCD06410677;SCHEMBL117973;fluoro-4 pyridinecarboxaldehyde;DTXSID50376641;WOLIMEQXFWSBTE-UHFFFAOYSA-N;AMY23972;BBL101565;STL555361;AKOS005259972;AB24818;CS-W005687;DS-1473;2-Fluoropyridine-4-carboxaldehyde, 97%;A2769;BB 0262632;FT-0647387;EN300-91979;W-205378

Chemical Property of 2-Fluoroisonicotinaldehyde

Chemical Property:

• Vapor Pressure: 0.181mmHg at 25°C
• Refractive Index: 1.449
• Boiling Point: 218.5 °C at 760 mmHg
• PKA: -2.40±0.10(Predicted)
• Flash Point: 85.9 °C
• PSA: 29.96000
• Density: 1.269 g/cm³
• LogP: 1.03320
• Storage Temp.: ?20°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

2-Fluoropyridine-4-carbaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1C=O)F
• Uses: 2-Fluoropyridine-4-carbaldehyde is used in the synthesis of quinolinyl analogs for α-synuclein aggregates.

Technology Process of 2-Fluoroisonicotinaldehyde

There total 5 articles about 2-Fluoroisonicotinaldehyde 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: 51.0%

(2-fluoropyridin-4-yl)methanol (131747-60-9) → 2-fluoropyridin-4-carboxyaldehyde (131747-69-8)

Guidance literature:

With phosphoric acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide; for 1.5h; Ambient temperature;

DOI:10.1248/cpb.38.2446

Reference yield:

oxalyl dichloride (79-37-8) + (2-fluoropyridin-4-yl)methanol (131747-60-9) → 2-fluoropyridin-4-carboxyaldehyde (131747-69-8)

Guidance literature:

With dimethyl sulfoxide; triethylamine; citric acid; In dichloromethane; water;

Reference yield:

2-fluoro-4-methylpyridine (461-87-0) → 2-fluoropyridin-4-carboxyaldehyde (131747-69-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 26 percent / KMnO₄ / H₂O / Heating

2: 1) NEt₃, ethyl chloroformate, 2) LiAlH₄ / 1) benzene, rt, 1 h, 2) THF, -78 deg C, 30 min

3: 51 percent / DMSO, N,N'-dicyclohexylcarbodiimide, H₃PO₄ / 1.5 h / Ambient temperature

With potassium permanganate; lithium aluminium tetrahydride; phosphoric acid; chloroformic acid ethyl ester; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; In water;

DOI:10.1248/cpb.38.2446

upstream raw materials:

(2-fluoropyridin-4-yl)methanol

2-Amino-4-methylpyridine

2-fluoro-4-methylpyridine

2-fluoropyridine-4-carboxylic acid

Downstream raw materials:

(S)-methyl 3-cyclopropyl-3-(2-((4-(5-fluoro-2-methoxypyridin-4-yl)-3-((R)-1-methoxy-2,2-dimethylpropyl)benzyl)oxy)pyridin-4-yl)propanoate

(3S,4S)-3-ethyl-4-(3-fluoropyridin-4-yl)-3-phenyloxetan-2-one

(3S,4R)-3-ethyl-4-(3-fluoropyridin-4-yl)-3-phenyloxetan-2-one

4-(difluoromethyl)-2-fluoropyridine

Refernces

• 1、 -. "FUSED HETEROCYCLIC COMPOUND AND USE THEREOF". Page/Page column 240. . Retrieved 2010/11/17.
• 2、 Ashimori,Ono,Uchida,Ohtaki,Fukaya,Watanabe,Yokoyama. "Novel 1,4-dihydropyridine calcium antagonists. I. Synthesis and hypotensive activity of 4-(substituted pyridyl)-1,4-dihydropyridine derivatives". . p. 2446 - 2458. Retrieved 2007/10/02.