1-(4-bromobut-1-yl)-6-(3,4-difluorophenyl)-1,6-dihydro-5-methoxycarbonyl-2,4-dimethylpyrimidine

Base Information

• Chemical Name: 1-(4-bromobut-1-yl)-6-(3,4-difluorophenyl)-1,6-dihydro-5-methoxycarbonyl-2,4-dimethylpyrimidine
• CAS No.: 252327-43-8
• Molecular Formula: C₁₈H₂₁BrF₂N₂O₂
• Molecular Weight: 415.278

Synonyms:1-(4-bromobut-1-yl)-6-(3,4-difluorophenyl)-1,6-dihydro-5-methoxycarbonyl-2,4-dimethylpyrimidine

Chemical Property of 1-(4-bromobut-1-yl)-6-(3,4-difluorophenyl)-1,6-dihydro-5-methoxycarbonyl-2,4-dimethylpyrimidine

Chemical Property:

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Technology Process of 1-(4-bromobut-1-yl)-6-(3,4-difluorophenyl)-1,6-dihydro-5-methoxycarbonyl-2,4-dimethylpyrimidine

There total 2 articles about 1-(4-bromobut-1-yl)-6-(3,4-difluorophenyl)-1,6-dihydro-5-methoxycarbonyl-2,4-dimethylpyrimidine 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: 44.0%

1,4-dibromo-butane (110-52-1) + 6-(3,4-difluorophenyl)-1,6-dihydro-5-methoxycarbonyl-2,4-dimethylpyrimidine (179482-30-5,252327-18-7,252327-19-8) → 1-(4-bromobut-1-yl)-6-(3,4-difluorophenyl)-1,6-dihydro-5-methoxycarbonyl-2,4-dimethylpyrimidine (252327-43-8)

Guidance literature:

6-(3,4-difluorophenyl)-1,6-dihydro-5-methoxycarbonyl-2,4-dimethylpyrimidine; With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydride; In tetrahydrofuran; for 0.25h; Heating;

1,4-dibromo-butane; In tetrahydrofuran; for 0.25h; Heating;

DOI:10.1021/jm9902032

Reference yield:

methyl 2-{(3,4-difluorophenyl)methylene}-3-oxobutyrate → 1-(4-bromobut-1-yl)-6-(3,4-difluorophenyl)-1,6-dihydro-5-methoxycarbonyl-2,4-dimethylpyrimidine (252327-43-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: t-BuOK / dimethylformamide / 0.5 h / 0 °C

1.2: 59 percent / p-TsOH*H₂O / dimethylformamide / 2 h / 100 - 120 °C

2.1: NaH; HMPA / tetrahydrofuran / 0.25 h / Heating

2.2: 44 percent / tetrahydrofuran / 0.25 h / Heating

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium tert-butylate; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Condensation / 1.2: Dehydration / 2.1: Metallation / 2.2: Alkylation;

DOI:10.1021/jm9902032

Reference yield: 63.0%

methyl 4-phenylpiperidine-4-carboxylate (54824-07-6) + 1-(4-bromobut-1-yl)-6-(3,4-difluorophenyl)-1,6-dihydro-5-methoxycarbonyl-2,4-dimethylpyrimidine (252327-43-8) → 6-(3,4-difluoro-phenyl)-1-[4-(4-methoxycarbonyl-4-phenyl-piperidin-1-yl)-butyl]-2,4-dimethyl-1,6-dihydro-pyrimidine-5-carboxylic acid methyl ester

Guidance literature:

With potassium carbonate; sodium iodide; In 1,4-dioxane; Heating;

DOI:10.1021/jm9902032

upstream raw materials:

1,4-dibromo-butane

6-(3,4-difluorophenyl)-1,6-dihydro-5-methoxycarbonyl-2,4-dimethylpyrimidine

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