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

Base Information

• Chemical Name: N₃-(1-adamantyl)-6-methyl-4-oxo-1-pentyl-5-phenyl-1,4-dihydropyridine-3-carboxamide
• CAS No.: 1256650-85-7
• Molecular Formula: C₂₈H₃₆N₂O₂
• Molecular Weight: 432.606

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

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

Chemical Property:

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

There total 6 articles about N₃-(1-adamantyl)-6-methyl-4-oxo-1-pentyl-5-phenyl-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: 92.0%

N3-(1-adamantyl)-5-iodo-6-methyl-4-oxo-1-pentyl-1,4-dihydropyridine-3-carboxamide (1256650-80-2) + phenylboronic acid (98-80-6) → N3-(1-adamantyl)-6-methyl-4-oxo-1-pentyl-5-phenyl-1,4-dihydropyridine-3-carboxamide (1256650-85-7)

Guidance literature:

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

DOI:10.1021/jm3008568

Reference yield: 92.0%

→ N3-(1-adamantyl)-6-methyl-4-oxo-1-pentyl-5-phenyl-1,4-dihydropyridine-3-carboxamide (1256650-85-7)

Guidance literature:

Reference yield:

(E/Z)-3-((dimethylamino)methylene)-6-methyl-2H-pyran-2,4(3H)-dione (33821-61-3) → N3-(1-adamantyl)-6-methyl-4-oxo-1-pentyl-5-phenyl-1,4-dihydropyridine-3-carboxamide (1256650-85-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium tert-butylate / ethanol / 12 h / Reflux

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

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

3.2: 16 h / 20 °C

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

With potassium phosphate; potassium tert-butylate; 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 ethanol; 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

phenylboronic 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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