methyl 1-(4-chlorophenyl)-2-oxo-4-trifluoromethyl-1,2-dihydropyrimidine-5-carboxylate

Base Information

• Chemical Name: methyl 1-(4-chlorophenyl)-2-oxo-4-trifluoromethyl-1,2-dihydropyrimidine-5-carboxylate
• CAS No.: 1397258-00-2
• Molecular Formula: C₁₃H₈ClF₃N₂O₃
• Molecular Weight: 332.666

Synonyms:methyl 1-(4-chlorophenyl)-2-oxo-4-trifluoromethyl-1,2-dihydropyrimidine-5-carboxylate

Chemical Property of methyl 1-(4-chlorophenyl)-2-oxo-4-trifluoromethyl-1,2-dihydropyrimidine-5-carboxylate

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Technology Process of methyl 1-(4-chlorophenyl)-2-oxo-4-trifluoromethyl-1,2-dihydropyrimidine-5-carboxylate

There total 1 articles about methyl 1-(4-chlorophenyl)-2-oxo-4-trifluoromethyl-1,2-dihydropyrimidine-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: 52.0%

N-benzyloxycarbonyl-2,2,2-trifluoroacetimidoyl chloride (296238-70-5) + methyl 3-((4-chlorophenyl)amino)acrylate → methyl 1-(4-chlorophenyl)-2-oxo-4-trifluoromethyl-1,2-dihydropyrimidine-5-carboxylate (1397258-00-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In toluene; at 70 ℃; for 4h; regioselective reaction;

DOI:10.1016/j.tet.2012.07.099

Reference yield: 82.0%

nitromethane (75-52-5) + methyl 1-(4-chlorophenyl)-2-oxo-4-trifluoromethyl-1,2-dihydropyrimidine-5-carboxylate (1397258-00-2) → methyl 1-(4-chlorophenyl)-4-(nitromethyl)-2-oxo-4-(trifluoromethyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Guidance literature:

With triethylamine; In dichloromethane; at 25 ℃; for 24h; regioselective reaction;

DOI:10.1039/c4ob02233e

Reference yield: 81.0%

malonic acid (141-82-2) + methyl 1-(4-chlorophenyl)-2-oxo-4-trifluoromethyl-1,2-dihydropyrimidine-5-carboxylate (1397258-00-2) → 2-(3-(4-chlorophenyl)-5-(methoxycarbonyl)-2-oxo-6-(trifluoromethyl)-1,2,3,4-tetrahydropyrimidin-4-yl)acetic acid

Guidance literature:

With triethylamine; In dimethyl sulfoxide; at 80 ℃; for 18h; regioselective reaction;

DOI:10.3762/bjoc.13.259

upstream raw materials:

N-benzyloxycarbonyl-2,2,2-trifluoroacetimidoyl chloride

Downstream raw materials:

methyl 3-(4-chlorophenyl)-2-oxo-4-(2-oxopropyl)-6-(trifluoromethyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate

methyl 1-(4-chlorophenyl)-2-oxo-4-(2-oxopropyl)-4-(trifluoromethyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate

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