[5-bromo-3-(2,6-difluoro-benzyl)-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-acetaldehyde

Base Information

• Chemical Name: [5-bromo-3-(2,6-difluoro-benzyl)-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-acetaldehyde
• CAS No.: 552291-23-3
• Molecular Formula: C₁₃H₉BrF₂N₂O₃
• Molecular Weight: 359.127

Synonyms:[5-bromo-3-(2,6-difluoro-benzyl)-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-acetaldehyde

Chemical Property of [5-bromo-3-(2,6-difluoro-benzyl)-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-acetaldehyde

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of [5-bromo-3-(2,6-difluoro-benzyl)-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-acetaldehyde

There total 2 articles about [5-bromo-3-(2,6-difluoro-benzyl)-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-acetaldehyde 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%

3-allyl-5-bromo-1-(2,6-difluoro-benzyl)-1H-pyrimidine-2,4-dione (552291-22-2) → [5-bromo-3-(2,6-difluoro-benzyl)-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-acetaldehyde (552291-23-3)

Guidance literature:

With sodium periodate; osmium(VIII) oxide; In tetrahydrofuran;

DOI:10.1021/jm034041s

Reference yield:

5-bromo-1-(2,6-difluorobenzyl)uracil (352304-09-7) → [5-bromo-3-(2,6-difluoro-benzyl)-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-acetaldehyde (552291-23-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 49 percent / K₂CO₃ / dimethylformamide

2: 85 percent / aq. NaIO₄; OsO₄ / tetrahydrofuran

With sodium periodate; osmium(VIII) oxide; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm034041s

Reference yield: 80.0%

betahistine (5638-76-6) + [5-bromo-3-(2,6-difluoro-benzyl)-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-acetaldehyde (552291-23-3) → 5-bromo-1-(2,6-difluoro-benzyl)-3-{2-[methyl-(2-pyridin-2-yl-ethyl)-amino]-ethyl}-1H-pyrimidine-2,4-dione (552291-24-4)

Guidance literature:

With sodium tris(acetoxy)borohydride; In dichloromethane;

DOI:10.1021/jm034041s

upstream raw materials:

3-allyl-5-bromo-1-(2,6-difluoro-benzyl)-1H-pyrimidine-2,4-dione

5-bromo-1-(2,6-difluorobenzyl)uracil

Downstream raw materials:

5-bromo-1-(2,6-difluoro-benzyl)-3-{2-[methyl-(2-pyridin-2-yl-ethyl)-amino]-ethyl}-1H-pyrimidine-2,4-dione

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