4-(5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamido)-N-((4αS,7S,7αR,12βS)-4α,9-dihydroxy-3-methyl-2,3,4,4α,5,6,7,7α-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)piperidine-1-carboxamide

Base Information

• Chemical Name: 4-(5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamido)-N-((4αS,7S,7αR,12βS)-4α,9-dihydroxy-3-methyl-2,3,4,4α,5,6,7,7α-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)piperidine-1-carboxamide
• CAS No.: 1443990-77-9
• Molecular Formula: C₄₀H₄₁Cl₃N₆O₅
• Molecular Weight: 792.162

Synonyms:

Chemical Property of 4-(5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamido)-N-((4αS,7S,7αR,12βS)-4α,9-dihydroxy-3-methyl-2,3,4,4α,5,6,7,7α-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)piperidine-1-carboxamide

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Useful:

Technology Process of 4-(5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamido)-N-((4αS,7S,7αR,12βS)-4α,9-dihydroxy-3-methyl-2,3,4,4α,5,6,7,7α-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)piperidine-1-carboxamide

There total 5 articles about 4-(5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamido)-N-((4αS,7S,7αR,12βS)-4α,9-dihydroxy-3-methyl-2,3,4,4α,5,6,7,7α-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)piperidine-1-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: 85.0%

N-(1-(1H-imidazole-1-carbonyl)piperidin-4-yl)-5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamide (1443990-84-8) + (5α,6α)-6-amino-4,5-epoxy-3,14-dihydroxy-17-methylmorphinan (98634-03-8,84800-62-4) → 4-(5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamido)-N-((4αS,7S,7αR,12βS)-4α,9-dihydroxy-3-methyl-2,3,4,4α,5,6,7,7α-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)piperidine-1-carboxamide (1443990-77-9)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1021/jm4005219

Reference yield:

5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-(piperidin-4-yl)-1H-pyrazole-3-carboxamide (1365037-86-0) → 4-(5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamido)-N-((4αS,7S,7αR,12βS)-4α,9-dihydroxy-3-methyl-2,3,4,4α,5,6,7,7α-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)piperidine-1-carboxamide (1443990-77-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 20 °C

2: triethylamine / dichloromethane

With triethylamine; In dichloromethane;

DOI:10.1021/jm4005219

Reference yield:

rimonabant acid (162758-35-2) → 4-(5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamido)-N-((4αS,7S,7αR,12βS)-4α,9-dihydroxy-3-methyl-2,3,4,4α,5,6,7,7α-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)piperidine-1-carboxamide (1443990-77-9)

Guidance literature:

Multi-step reaction with 5 steps

1: thionyl chloride / toluene / 3 h / Reflux

2: triethylamine / dichloromethane / 16 h / 0 - 20 °C

3: trifluoroacetic acid / dichloromethane / 16 h / 20 °C

4: triethylamine / dichloromethane / 20 °C

5: triethylamine / dichloromethane

With thionyl chloride; triethylamine; trifluoroacetic acid; In dichloromethane; toluene;

DOI:10.1021/jm4005219

upstream raw materials:

rimonabant acid

5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-(piperidin-4-yl)-1H-pyrazole-3-carboxamide

N-(1-(1H-imidazole-1-carbonyl)piperidin-4-yl)-5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamide

(5α,6α)-6-amino-4,5-epoxy-3,14-dihydroxy-17-methylmorphinan

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