4-(3-Pyridyl)-2-chloropyrimidine

Base Information

• Chemical Name: 4-(3-Pyridyl)-2-chloropyrimidine
• CAS No.: 483324-01-2
• Molecular Formula: C9H6ClN3
• Molecular Weight: 191.62
• Hs Code.: 2933990090
• Mol file: 483324-01-2.mol

Synonyms:2-Chloro-4-(3-pyridyl)pyrimidine;2-Chloro-4-(pyridin-3-yl)pyrimidine;

Chemical Property of 4-(3-Pyridyl)-2-chloropyrimidine

Chemical Property:

• Vapor Pressure: 3.14E-06mmHg at 25°C
• Refractive Index: 1.599
• Boiling Point: 399.5 °C at 760 mmHg
• PKA: 2.34±0.12(Predicted)
• Flash Point: 227.7 °C
• PSA: 38.67000
• Density: 1.309 g/cm³
• LogP: 2.19200
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

2-chloro-4-(pyridin-3-yl)pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(3-Pyridyl)-2-chloropyrimidine

There total 13 articles about 4-(3-Pyridyl)-2-chloropyrimidine 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: 94.0%

3-Bromopyridine (626-55-1,163928-56-1) + 2-chloropyrimidine (1722-12-9,1195939-87-7) → 2-chloro-4-(pyridin-3-yl)pyrimidine (483324-01-2)

Guidance literature:

3-Bromopyridine; 2-chloropyrimidine; With n-butyllithium; In diethyl ether; hexane; at -30 - 0 ℃; for 1.5h;

With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; diethyl ether; hexane; at 23 ℃; for 0.25h;

DOI:10.1021/ol051339z

Reference yield: 88.0%

3-Bromopyridine (626-55-1,163928-56-1) + 2,6-Dichloropyrimidine (3934-20-1) → 2-chloro-4-(pyridin-3-yl)pyrimidine (483324-01-2)

Guidance literature:

3-Bromopyridine; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.416667h;

With zinc dibromide; In diethyl ether; hexane; at -78 - 20 ℃;

2,6-Dichloropyrimidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; Further stages.; Heating;

DOI:10.1039/b205027g

Reference yield: 81.0%

2,6-Dichloropyrimidine (3934-20-1) + 3-pyridylboronic acid (1692-25-7) → 2-chloro-4-(pyridin-3-yl)pyrimidine (483324-01-2)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; In tetrahydrofuran; water; at 85 ℃; for 12h; Inert atmosphere;

upstream raw materials:

3-Bromopyridine

2,6-Dichloropyrimidine

2-chloropyrimidine

3-pyridylboronic acid

Downstream raw materials:

N-(4-nitrophenyl)-4-(pyridin-3-yl)pyrimidin-2-amine

N-[4-(pyridin-3-yl)pyrimidin-2-yl]benzene-1,4-diamine

C₂₂H₁₈N₆O

4-pyridin-3-ylpyrimidin-2-ylamine

Refernces

• 1、 Manley, Paul W.. "Investigations into the potential role of metabolites on the anti-leukemic activity of imatinib, nilotinib and midostaurin". . p. 561 - 570. Retrieved 2019/09/03.
• 2、 -. "As Hedgehog signal transduction pyrimidine amines and pyridine amine inhibitors". Paragraph 0437-0441; 0967-0971. . Retrieved 2019/06/26.