Ethyl 5-broMo-4-pyriMidinecarboxylate

Base Information

• Chemical Name: Ethyl 5-broMo-4-pyriMidinecarboxylate
• CAS No.: 64224-59-5
• Molecular Formula: C7H7BrN2O2
• Molecular Weight: 231.04700
• Hs Code.: 2933599090
• Mol file: 64224-59-5.mol

Synonyms:Ethyl5-Bromo-4-pyrimidinecarboxylate;

Chemical Property of Ethyl 5-broMo-4-pyriMidinecarboxylate

Chemical Property:

• Boiling Point: 293.0±20.0 °C(Predicted)
• PKA: -2.28±0.16(Predicted)
• PSA: 52.08000
• Density: 1.577±0.06 g/cm3(Predicted)
• LogP: 1.41580

Purity/Quality:

NLT 98% ^*data from raw suppliers

Ethyl5-Bromopyrimidine-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl 4-Bromopyrimidine-5-carboxylate is used in the preparation of heterocyclometallated complexes of iridium as electroluminescent materials applied in OLED.

Technology Process of Ethyl 5-broMo-4-pyriMidinecarboxylate

There total 3 articles about Ethyl 5-broMo-4-pyriMidinecarboxylate 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: 66.0%

2-oxo-propionic acid ethyl ester (617-35-6) + 5-bromopyrimidine (4595-59-9) → ethyl 5-bromopyrimidine-4-carboxylate (64224-59-5)

Guidance literature:

With dihydrogen peroxide; iron(II) sulfate; In water; acetic acid; at -10 - 0 ℃; for 0.5h;

DOI:10.1016/j.bmcl.2014.03.086

Reference yield: 48.0%

5-bromopyrimidine (4595-59-9) + α-hydroxy-α-(ethoxycarbonyl)ethyl hydroperoxide (73652-14-9) → ethyl 5-bromopyrimidine-4-carboxylate (64224-59-5)

Guidance literature:

5-bromopyrimidine; With ferrous(II) sulfate heptahydrate; sulfuric acid; In water; toluene; at -10 ℃;

α-hydroxy-α-(ethoxycarbonyl)ethyl hydroperoxide; With acetic acid; In water; toluene; at -10 - 0 ℃; for 1.5h;

With sodium hydroxide; In water; toluene; pH=7; regioselective reaction; Cooling with ice;

DOI:10.1055/s-0031-1290136

Reference yield:

5-bromo-4-pyrimidine carboxylic acid (64224-60-8) → ethyl 5-bromopyrimidine-4-carboxylate (64224-59-5)

Guidance literature:

With thionyl chloride; In N-methyl-acetamide; ethanol; dichloromethane; sodium hydrogencarbonate;

upstream raw materials:

5-bromo-4-pyrimidine carboxylic acid

5-bromopyrimidine

α-hydroxy-α-(ethoxycarbonyl)ethyl hydroperoxide

2-oxo-propionic acid ethyl ester

Downstream raw materials:

C₁₇H₁₈FIN₄O₃

C₁₄H₁₄FIN₄O₃

C₁₄H₁₄FIN₄O₃

C₁₃H₁₁FIN₃O₂

Refernces

• 1、 Regan, Collin F.,Pierre, Fabrice,Schwaebe, Michael K.,Haddach, Mustapha,Jung, Michael E.,Ryckman, David M.. "A facile synthesis of 5-halopyrimidine-4-carboxylic acid esters via a Minisci reaction". experimental part. p. 443 - 447. Retrieved 2012/03/11.