Pyrimidine, 5-ethenyl- (9CI)

Base Information

• Chemical Name: Pyrimidine, 5-ethenyl- (9CI)
• CAS No.: 53967-68-3
• Molecular Formula: C6H6N2
• Molecular Weight: 106.12524
• Hs Code.: 2933599090
• Mol file: 53967-68-3.mol

Synonyms:Pyrimidine, 5-ethenyl- (9CI)

Chemical Property of Pyrimidine, 5-ethenyl- (9CI)

Chemical Property:

• Boiling Point: 184.4±9.0 °C(Predicted)
• PKA: 1.82±0.10(Predicted)
• PSA: 25.78000
• Density: 1.042±0.06 g/cm3(Predicted)
• LogP: 1.11960

Purity/Quality:

5-Ethenylpyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Pyrimidine, 5-ethenyl- (9CI)

There total 8 articles about Pyrimidine, 5-ethenyl- (9CI) 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: 95.0%

5-bromopyrimidine (4595-59-9) + tri-n-butyl(vinyl)tin (7486-35-3) → 5-vinyl-pyrimidine (53967-68-3)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 20 - 100 ℃; Inert atmosphere;

Reference yield: 95.0%

5-bromopyrimidine (4595-59-9) + vinylboronic anhydride pyridine → 5-vinyl-pyrimidine (53967-68-3)

Guidance literature:

With C₇₀H₄₀Cl₂F₆₈N₂O₆Pd₂; tetrabutylammomium bromide; potassium carbonate; In water; at 140 ℃; for 0.116667h; Microwave irradiation;

DOI:10.1021/jo202482h

Reference yield: 88.0%

5-bromopyrimidine (4595-59-9) + vinyl magnesium bromide (1826-67-1) → 5-vinyl-pyrimidine (53967-68-3)

Guidance literature:

With C₇₀H₄₀Cl₂F₆₈N₂O₆Pd₂; In tetrahydrofuran; at 100 ℃; for 0.166667h; Microwave irradiation;

DOI:10.1021/jo202482h

upstream raw materials:

5-bromopyrimidine

ethene

tri-n-butyl(vinyl)tin

vinyl magnesium bromide

Downstream raw materials:

trans-5-(β-phenylvinyl)pyrimidine

5-(1-phenylethyl)pyrimidine

Refernces

• 1、 Keeley,ábrányi-Balogh,Keseru. "Design and characterization of a heterocyclic electrophilic fragment library for the discovery of cysteine-targeted covalent inhibitors". supporting information. p. 263 - 267. Retrieved 2019/03/05.
• 2、 Schedler, Michael,Wurz, Nathalie E.,Daniliuc, Constantin G.,Glorius, Frank. "N-heterocyclic carbene catalyzed umpolung of styrenes: Mechanistic elucidation and selective tail-to-tail dimerization". supporting information. p. 3134 - 3137. Retrieved 2014/06/23.