N₃-(1-adamantyl)-5-(4-ethylphenyl)-6-methyl-4-oxo-1-pentyl-1,4-dihydropyridine-3-carboxamide

Base Information

• Chemical Name: N₃-(1-adamantyl)-5-(4-ethylphenyl)-6-methyl-4-oxo-1-pentyl-1,4-dihydropyridine-3-carboxamide
• CAS No.: 1256650-82-4
• Molecular Formula: C₃₀H₄₀N₂O₂
• Molecular Weight: 460.66

Synonyms:N₃-(1-adamantyl)-5-(4-ethylphenyl)-6-methyl-4-oxo-1-pentyl-1,4-dihydropyridine-3-carboxamide

Chemical Property of N₃-(1-adamantyl)-5-(4-ethylphenyl)-6-methyl-4-oxo-1-pentyl-1,4-dihydropyridine-3-carboxamide

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Technology Process of N₃-(1-adamantyl)-5-(4-ethylphenyl)-6-methyl-4-oxo-1-pentyl-1,4-dihydropyridine-3-carboxamide

There total 6 articles about N₃-(1-adamantyl)-5-(4-ethylphenyl)-6-methyl-4-oxo-1-pentyl-1,4-dihydropyridine-3-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: 52.0%

N3-(1-adamantyl)-5-iodo-6-methyl-4-oxo-1-pentyl-1,4-dihydropyridine-3-carboxamide (1256650-80-2) + 4-ethylphenylboronic acid (63139-21-9) → N3-(1-adamantyl)-5-(4-ethylphenyl)-6-methyl-4-oxo-1-pentyl-1,4-dihydropyridine-3-carboxamide (1256650-82-4)

Guidance literature:

With potassium phosphate; palladium diacetate; tricyclohexylphosphine; In water; toluene; for 12h; Reflux;

DOI:10.1021/jm3008568

Reference yield: 52.0%

→ N3-(1-adamantyl)-5-(4-ethylphenyl)-6-methyl-4-oxo-1-pentyl-1,4-dihydropyridine-3-carboxamide (1256650-82-4)

Guidance literature:

Reference yield:

6-methyl-4-oxo-1-pentyl-1,4-dihydropyridine-3-carboxylic acid (1256382-85-0) → N3-(1-adamantyl)-5-(4-ethylphenyl)-6-methyl-4-oxo-1-pentyl-1,4-dihydropyridine-3-carboxamide (1256650-82-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Iodine monochloride; calcium carbonate / N,N-dimethyl-formamide / 12 h / 50 °C

2.1: benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C

2.2: 16 h / 20 °C

3.1: potassium phosphate; palladium diacetate; tricyclohexylphosphine / water; toluene / 12 h / Reflux

With potassium phosphate; palladium diacetate; Iodine monochloride; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; calcium carbonate; tricyclohexylphosphine; In dichloromethane; water; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm3008568

upstream raw materials:

N₃-(1-adamantyl)-5-iodo-6-methyl-4-oxo-1-pentyl-1,4-dihydropyridine-3-carboxamide

4-ethylphenylboronic acid

(E/Z)-3-((dimethylamino)methylene)-6-methyl-2H-pyran-2,4(3H)-dione

6-methyl-4-oxo-1-pentyl-1,4-dihydropyridine-3-carboxylic acid

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