ethyl 4-(4-bromophenyl)-6-methyl-2-(tosyloxy)pyrimidine-5-carboxylate

Base Information

• Chemical Name: ethyl 4-(4-bromophenyl)-6-methyl-2-(tosyloxy)pyrimidine-5-carboxylate
• CAS No.: 1245716-51-1
• Molecular Formula: C₂₁H₁₉BrN₂O₅S
• Molecular Weight: 491.362
• Mol file: 1245716-51-1.mol

Synonyms:ethyl 4-(4-bromophenyl)-6-methyl-2-(tosyloxy)pyrimidine-5-carboxylate

Chemical Property of ethyl 4-(4-bromophenyl)-6-methyl-2-(tosyloxy)pyrimidine-5-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of ethyl 4-(4-bromophenyl)-6-methyl-2-(tosyloxy)pyrimidine-5-carboxylate

There total 2 articles about ethyl 4-(4-bromophenyl)-6-methyl-2-(tosyloxy)pyrimidine-5-carboxylate 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: 82.0%

C14H13BrN2O3 (1245716-72-6) + p-toluenesulfonyl chloride (98-59-9) → ethyl 4-(4-bromophenyl)-6-methyl-2-(tosyloxy)pyrimidine-5-carboxylate (1245716-51-1)

Guidance literature:

With potassium carbonate; In decaethylene glycol; at 0 - 20 ℃;

DOI:10.1055/s-0030-1258080

Reference yield:

5-(ethoxycarbonyl)-4-(4-bromophenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one (123629-43-6) → ethyl 4-(4-bromophenyl)-6-methyl-2-(tosyloxy)pyrimidine-5-carboxylate (1245716-51-1)

Guidance literature:

Multi-step reaction with 2 steps

1: tert.-butylhydroperoxide; copper dichloride / Inert atmosphere; Schlenk technique

2: 20 °C / Inert atmosphere; Schlenk technique

With tert.-butylhydroperoxide; copper dichloride;

DOI:10.1002/ejoc.201300592

Reference yield: 93.0%

ethyl 4-(4-bromophenyl)-6-methyl-2-(tosyloxy)pyrimidine-5-carboxylate (1245716-51-1) + phenylboronic acid (98-80-6) → ethyl 4-(4-bromophenyl)-6-methyl-2-phenylpyrimidine-5-carboxylate

Guidance literature:

With potassium phosphate; palladium diacetate; triphenylphosphine; In 1,4-dioxane; at 110 ℃; for 7h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1002/ejoc.201300592

upstream raw materials:

C₁₄H₁₃BrN₂O₃

p-toluenesulfonyl chloride

5-(ethoxycarbonyl)-4-(4-bromophenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one

Downstream raw materials:

ethyl 4-(4-bromophenyl)-6-methyl-2-morpholinopyrimidine-5-carboxylate