4-chloro-2-cyclopropylpyridine

Base Information

• Chemical Name: 4-chloro-2-cyclopropylpyridine
• CAS No.: 1163707-52-5
• Molecular Formula: C8H8ClN
• Molecular Weight: 153.60882
• Hs Code.: 2933399090
• Mol file: 1163707-52-5.mol

Synonyms:4-chloro-2-cyclopropylpyridine

Chemical Property of 4-chloro-2-cyclopropylpyridine

Chemical Property:

• Boiling Point: 227.2±28.0 °C(Predicted)
• PKA: 4.18±0.10(Predicted)
• PSA: 12.89000
• Density: 1.252±0.06 g/cm3(Predicted)
• LogP: 2.61240
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

4-Chloro-2-cyclopropylpyridine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-chloro-2-cyclopropylpyridine

There total 2 articles about 4-chloro-2-cyclopropylpyridine 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: 76.0%

2,4-dichloropyridine (26452-80-2) + cyclopropylmagnesium bromide (23719-80-4) → 4-chloro-2-cyclopropylpyridine (1163707-52-5) + 2-chloro-4-cyclopropylpyridine (168975-75-5)

Guidance literature:

With iron(III)-acetylacetonate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 0 ℃; for 2.5h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/ol401508u

Reference yield: 7.0%

2,4-dichloropyridine (26452-80-2) + cyclopropylboronic acid (411235-57-9) → 4-chloro-2-cyclopropylpyridine (1163707-52-5) + 2-chloro-4-cyclopropylpyridine (168975-75-5)

Guidance literature:

With palladium diacetate; potassium carbonate; tricyclohexylphosphine; In water; toluene; at 85 ℃; for 12h; Inert atmosphere;

Reference yield: 16.0%

4-chloro-2-cyclopropylpyridine (1163707-52-5) + bis(pinacol)diborane (73183-34-3) → (2-cyclopropylpyridin-4-yl)boronic acid (1189546-00-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 120 ℃; for 12h; Inert atmosphere;

upstream raw materials:

2,4-dichloropyridine

cyclopropylmagnesium bromide

cyclopropylboronic acid

Downstream raw materials:

(2-cyclopropylpyridin-4-yl)boronic acid

Refernces

• 1、 Malhotra, Sushant,Seng, Pamela S.,Koenig, Stefan G.,Deese, Alan J.,Ford, Kevin A.. "Chemoselective sp 2-sp3 cross-couplings: Iron-catalyzed alkyl transfer to dihaloaromatics". supporting information. p. 3698 - 3701. Retrieved 2013/08/23.