5-bromo-1-(2-chloro-6-fluoro-benzyl)-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 5-bromo-1-(2-chloro-6-fluoro-benzyl)-1H-pyrimidine-2,4-dione
• CAS No.: 880549-34-8
• Molecular Formula: C₁₁H₇BrClFN₂O₂
• Molecular Weight: 333.544
• Mol file: 880549-34-8.mol

Synonyms:5-bromo-1-(2-chloro-6-fluoro-benzyl)-1H-pyrimidine-2,4-dione

Chemical Property of 5-bromo-1-(2-chloro-6-fluoro-benzyl)-1H-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 5-bromo-1-(2-chloro-6-fluoro-benzyl)-1H-pyrimidine-2,4-dione

There total 1 articles about 5-bromo-1-(2-chloro-6-fluoro-benzyl)-1H-pyrimidine-2,4-dione 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: 85.0%

5-bromouracil (51-20-7) + 2-(bromomethyl)-1-chloro-3-fluorobenzene (68220-26-8) → 5-bromo-1-(2-chloro-6-fluoro-benzyl)-1H-pyrimidine-2,4-dione (880549-34-8)

Guidance literature:

With N,O-bis-(trimethylsilyl)-acetamide; In acetonitrile; at 80 ℃;

DOI:10.1016/j.bmcl.2005.03.057

Reference yield: 91.0%

5-bromo-1-(2-chloro-6-fluoro-benzyl)-1H-pyrimidine-2,4-dione (880549-34-8) + (R)-N-(tert-butoxycarbonyl)phenylglycinol (67341-01-9,117049-14-6,138457-46-2,102089-74-7) → {2-[5-bromo-3-(2-chloro-6-fluoro-benzyl)-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-carbamic acid tert-butyl ester (880550-55-0)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2005.03.057

Reference yield:

5-bromo-1-(2-chloro-6-fluoro-benzyl)-1H-pyrimidine-2,4-dione (880549-34-8) → {2-[3-(2-chloro-6-fluoro-benzyl)-5-(2-fluoro-3-methoxy-phenyl)-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-carbamic acid tert-butyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / DEAD; Ph₃P / tetrahydrofuran

2: aq. Na₂CO₃; Pd[PPh₃]4 / dioxane / Heating

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; 1: Mitsunobu reaction / 2: Suzuki coupling;

DOI:10.1016/j.bmcl.2005.03.057

upstream raw materials:

5-bromouracil

2-(bromomethyl)-1-chloro-3-fluorobenzene

Downstream raw materials:

{2-[5-bromo-3-(2-chloro-6-fluoro-benzyl)-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-carbamic acid tert-butyl ester