N-(3-ethylphenyl)-2-(4-fluorophenyl)-4-(2-methylphenyl)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxamide

Base Information

• Chemical Name: N-(3-ethylphenyl)-2-(4-fluorophenyl)-4-(2-methylphenyl)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxamide
• CAS No.: 1095715-82-4
• Molecular Formula: C₂₉H₂₇FN₄O
• Molecular Weight: 466.558

Synonyms:N-(3-ethylphenyl)-2-(4-fluorophenyl)-4-(2-methylphenyl)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxamide

Chemical Property of N-(3-ethylphenyl)-2-(4-fluorophenyl)-4-(2-methylphenyl)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxamide

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Technology Process of N-(3-ethylphenyl)-2-(4-fluorophenyl)-4-(2-methylphenyl)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxamide

There total 14 articles about N-(3-ethylphenyl)-2-(4-fluorophenyl)-4-(2-methylphenyl)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxamide 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:

2-chloro-N-(3-ethylphenyl)-4-(2-methylphenyl)-7,8-dihydro[4,3-d]pyrimidine-6(5H)-carboxamide (1095717-35-3) + 4-fluoroboronic acid (1765-93-1) → N-(3-ethylphenyl)-2-(4-fluorophenyl)-4-(2-methylphenyl)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxamide (1095715-82-4)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In water; N,N-dimethyl-formamide; at 90 ℃; for 16h;

DOI:10.1016/j.bmcl.2011.03.084

Reference yield:

1-tert-butyl 3-ethyl 4-oxopiperidine-1,3-dicarboxylate (98977-34-5) → N-(3-ethylphenyl)-2-(4-fluorophenyl)-4-(2-methylphenyl)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxamide (1095715-82-4)

Guidance literature:

Multi-step reaction with 6 steps

1: potassium carbonate / methanol; water / 16 h / Reflux

2: potassium phosphate; palladium diacetate / N,N-dimethyl-formamide / 16 h / 80 °C

3: tert.-butylnitrite; antimony(III) bromide / dichloromethane / 16 h / 0 °C

4: hydrogenchloride / 1,4-dioxane / 3 h / 20 °C

5: triethylamine / dichloromethane / 2 h / 20 °C

6: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; N,N-dimethyl-formamide / 16 h / 90 °C

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; tert.-butylnitrite; palladium diacetate; antimony(III) bromide; sodium carbonate; potassium carbonate; triethylamine; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; 2: Suzuki coupling / 3: Sandmeyer reaction;

DOI:10.1016/j.bmcl.2011.03.084

Reference yield:

tert-butyl 2-bromo-4-(2-methylphenyl)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate (1095717-37-5) → N-(3-ethylphenyl)-2-(4-fluorophenyl)-4-(2-methylphenyl)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxamide (1095715-82-4)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride / 1,4-dioxane / 3 h / 20 °C

2: triethylamine / dichloromethane / 2 h / 20 °C

3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; N,N-dimethyl-formamide / 16 h / 90 °C

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; triethylamine; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.03.084

upstream raw materials:

2-chloro-N-(3-ethylphenyl)-4-(2-methylphenyl)-7,8-dihydro[4,3-d]pyrimidine-6(5H)-carboxamide

4-fluoroboronic acid

tert-butyl 2-amino-4-(2-methylphenyl)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate

tert-butyl 2-bromo-4-(2-methylphenyl)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate

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