3-Chloro-2,5-difluoropyridine

Base Information

• Chemical Name: 3-Chloro-2,5-difluoropyridine
• CAS No.: 851179-00-5
• Molecular Formula: C5H2ClF2N
• Molecular Weight: 149.527
• Hs Code.: 2933399990
• European Community (EC) Number: 641-297-2
• DSSTox Substance ID: DTXSID60598458
• Nikkaji Number: J1.632.598H
• Wikidata: Q72518412
• Mol file: 851179-00-5.mol

Synonyms:3-CHLORO-2,5-DIFLUOROPYRIDINE;851179-00-5;3-CHLORO-2,5-DIFLUORO-PYRIDINE;MFCD09998887;3-chloro-2 pound not5-difluoropyridine;Pyridine, 3-chloro-2,5-difluoro-;SCHEMBL781371;DTXSID60598458;ATKDHGGWYZLPPJ-UHFFFAOYSA-N;AKOS005257762;AM62438;CS-W018167;SB21264;DS-14301;SY031917;DB-082023;A863697

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

Chemical Property:

• Vapor Pressure: 6.75mmHg at 25°C
• Melting Point: 10-12℃
• Refractive Index: 1.4786 (589.3 nm 20℃)
• Boiling Point: 143.3 °C at 760 mmHg
• PKA: -5.14±0.20(Predicted)
• Flash Point: 40.5 °C
• PSA: 12.89000
• Density: 1.451 g/cm³
• LogP: 2.01320
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform, Ethyl Acetate
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 148.9843831
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

98%min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=C1Cl)F)F
• Uses: 3-Chloro-2,5-difluoropyridine is an intermediate used to prepare selective protein kinase C θ (PKCθ) inhibitors for the treatment of autoimmune diseases.

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

There total 3 articles about 3-Chloro-2,5-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: 67.0%

(5-chloro-3,6-difluoro-2-pyridyl)hydrazine (851179-04-9) → 2-fluoro-3-chloro-5-fluoropyridine (851179-00-5)

Guidance literature:

With copper(II) sulfate; for 2h; Heating;

DOI:10.1002/chem.200400837

Reference yield:

3-chloro-2,5,6-trifluoro-pyridine (2879-42-7) → 2-fluoro-3-chloro-5-fluoropyridine (851179-00-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / hydrazine monohydrate / ethanol / 20 h / -5 °C

2: 67 percent / aq. CuSO₄ / 2 h / Heating

With hydrazine hydrate; copper(II) sulfate; In ethanol;

DOI:10.1002/chem.200400837

Reference yield:

3-chloro-2,4,5,6-tetrafluoropyridine (1735-84-8) → 2-fluoro-3-chloro-5-fluoropyridine (851179-00-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / NaBH₄ / ethanol / -10 - 0 °C

2: 82 percent / hydrazine monohydrate / ethanol / 20 h / -5 °C

3: 67 percent / aq. CuSO₄ / 2 h / Heating

With sodium tetrahydroborate; hydrazine hydrate; copper(II) sulfate; In ethanol;

DOI:10.1002/chem.200400837

upstream raw materials:

(5-chloro-3,6-difluoro-2-pyridyl)hydrazine

3-chloro-2,5,6-trifluoro-pyridine

3-chloro-2,4,5,6-tetrafluoropyridine

Downstream raw materials:

(R)-2-((S)-4-(3-chloro-5-fluoro-6-(1H-pyrazolo[3,4-b]pyridine-3-yl)pyridine-2-yl)piperazin-2-yl)-3-methylbutan-2-ol

Refernces