tert-butyl [5-bromo-2-(3-bromophenyl)-6-oxopyrimidin-1(6H)-yl]acetate

Base Information

• Chemical Name: tert-butyl [5-bromo-2-(3-bromophenyl)-6-oxopyrimidin-1(6H)-yl]acetate
• CAS No.: 628718-39-8
• Molecular Formula: C₁₆H₁₆Br₂N₂O₃
• Molecular Weight: 444.123
• Mol file: 628718-39-8.mol

Synonyms:tert-butyl [5-bromo-2-(3-bromophenyl)-6-oxopyrimidin-1(6H)-yl]acetate

Chemical Property of tert-butyl [5-bromo-2-(3-bromophenyl)-6-oxopyrimidin-1(6H)-yl]acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl [5-bromo-2-(3-bromophenyl)-6-oxopyrimidin-1(6H)-yl]acetate

There total 2 articles about tert-butyl [5-bromo-2-(3-bromophenyl)-6-oxopyrimidin-1(6H)-yl]acetate 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: 75.0%

(3-bromophenyl)boronic acid (89598-96-9) + tert-butyl 2-(5-bromo-2-(methylthio)-6-oxopyrimidin-1(6H)-yl)acetate (308276-66-6) → tert-butyl [5-bromo-2-(3-bromophenyl)-6-oxopyrimidin-1(6H)-yl]acetate (628718-39-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) thiophene-2-carboxylate; Heating;

DOI:10.1021/ol035649y

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) → tert-butyl [5-bromo-2-(3-bromophenyl)-6-oxopyrimidin-1(6H)-yl]acetate (628718-39-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / CaH₂ / tetrahydrofuran / 16 h / Heating

2: 75 percent / Pd(PPh₃)4; copper(I) thiophene-2-carboxylate / Heating

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; calcium hydride; copper(I) thiophene-2-carboxylate; In tetrahydrofuran; 2: Liebeskind-Srogl cross-coupling;

DOI:10.1021/ol035649y

Reference yield: 78.0%

4-acetylphenylboronic acid (149104-90-5) + tert-butyl [5-bromo-2-(3-bromophenyl)-6-oxopyrimidin-1(6H)-yl]acetate (628718-39-8) → tert-butyl [5-(4-acetylphenyl)-2-(3-bromophenyl)-6-oxopyrimidin-1(6H)-yl]acetate (628718-62-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; water; at 55 ℃; for 16h;

DOI:10.1021/ol035649y

upstream raw materials:

(3-bromophenyl)boronic acid

tert-butyl 2-(5-bromo-2-(methylthio)-6-oxopyrimidin-1(6H)-yl)acetate

bromoacetic acid tert-butyl ester

Downstream raw materials:

tert-butyl [5-(4-acetylphenyl)-2-(3-bromophenyl)-6-oxopyrimidin-1(6H)-yl]acetate