5-carboxy-6-(2,4-difluorophenyl)-1,6-dihydro-1-(5-(4-methoxycarbonyl-4-phenylpiperidin-1-yl)pent-1-yl)-2,4-dimethylpyrimidine

Base Information

Chemical Name:5-carboxy-6-(2,4-difluorophenyl)-1,6-dihydro-1-(5-(4-methoxycarbonyl-4-phenylpiperidin-1-yl)pent-1-yl)-2,4-dimethylpyrimidine
CAS No.:179483-03-5
Molecular Formula:C₃₁H₃₇F₂N₃O₄
Molecular Weight:553.649
Hs Code.:

Synonyms:5-carboxy-6-(2,4-difluorophenyl)-1,6-dihydro-1-(5-(4-methoxycarbonyl-4-phenylpiperidin-1-yl)pent-1-yl)-2,4-dimethylpyrimidine

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Chemical Property of 5-carboxy-6-(2,4-difluorophenyl)-1,6-dihydro-1-(5-(4-methoxycarbonyl-4-phenylpiperidin-1-yl)pent-1-yl)-2,4-dimethylpyrimidine

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Technology Process of 5-carboxy-6-(2,4-difluorophenyl)-1,6-dihydro-1-(5-(4-methoxycarbonyl-4-phenylpiperidin-1-yl)pent-1-yl)-2,4-dimethylpyrimidine

There total 7 articles about 5-carboxy-6-(2,4-difluorophenyl)-1,6-dihydro-1-(5-(4-methoxycarbonyl-4-phenylpiperidin-1-yl)pent-1-yl)-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: 100.0%

: 216310-98-4
5-benzyloxycarbonyl-6-(2,4-difluorophenyl)-1,6-dihydro-1-(5-(4-methoxycarbonyl-4-phenylpiperidin-1-yl)pent-1-yl)-2,4-dimethylpyrimidine

: 179483-03-5
5-carboxy-6-(2,4-difluorophenyl)-1,6-dihydro-1-(5-(4-methoxycarbonyl-4-phenylpiperidin-1-yl)pent-1-yl)-2,4-dimethylpyrimidine

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 0.5h;
DOI:10.1021/jm9902032

Reference yield:

: 111-24-0
1,5-dibromo-pentane

: 179483-03-5
5-carboxy-6-(2,4-difluorophenyl)-1,6-dihydro-1-(5-(4-methoxycarbonyl-4-phenylpiperidin-1-yl)pent-1-yl)-2,4-dimethylpyrimidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH; HMPA / tetrahydrofuran / 0.25 h

1.2: 78 percent / HMPA / tetrahydrofuran / Heating

2.1: 66 percent / K₂CO₃; NaI / dioxane / Heating

3.1: 100 percent / H₂ / 5 percent Pd/C / methanol / 0.5 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; hydrogen; sodium hydride; potassium carbonate; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; 1.1: Metallation / 1.2: Alkylation / 2.1: Substitution / 3.1: Hydrogenolysis;
DOI:10.1021/jm9902032

Reference yield:

: 1550-35-2
2,4-difluorobenzaldehyde

: 179483-03-5
5-carboxy-6-(2,4-difluorophenyl)-1,6-dihydro-1-(5-(4-methoxycarbonyl-4-phenylpiperidin-1-yl)pent-1-yl)-2,4-dimethylpyrimidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 91 percent / acetic acid; piperidine / propan-2-ol / 48 h / 20 °C

2.1: t-BuOK / dimethylformamide / 0.25 h / 0 °C

2.2: 42 percent / p-TsOH*H₂O / dimethylformamide / 2 h / 100 - 120 °C

3.1: NaH; HMPA / tetrahydrofuran / 0.25 h

3.2: 78 percent / HMPA / tetrahydrofuran / Heating

4.1: 66 percent / K₂CO₃; NaI / dioxane / Heating

5.1: 100 percent / H₂ / 5 percent Pd/C / methanol / 0.5 h / 20 °C

With piperidine; N,N,N,N,N,N-hexamethylphosphoric triamide; potassium tert-butylate; hydrogen; sodium hydride; potassium carbonate; acetic acid; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide; isopropyl alcohol; 1.1: Condensation / 2.1: Cycloaddition / 2.2: Dehydration / 3.1: Metallation / 3.2: Alkylation / 4.1: Substitution / 5.1: Hydrogenolysis;
DOI:10.1021/jm9902032