ethyl 6-(N-(4-bromo-3-(trifluoromethoxy)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine-3-carboxylate

Base Information

Chemical Name:ethyl 6-(N-(4-bromo-3-(trifluoromethoxy)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine-3-carboxylate
CAS No.:1378868-62-2
Molecular Formula:C₂₈H₂₄BrF₄N₃O₅S
Molecular Weight:670.479
Hs Code.:

Synonyms:ethyl 6-(N-(4-bromo-3-(trifluoromethoxy)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine-3-carboxylate

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Chemical Property of ethyl 6-(N-(4-bromo-3-(trifluoromethoxy)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine-3-carboxylate

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Technology Process of ethyl 6-(N-(4-bromo-3-(trifluoromethoxy)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine-3-carboxylate

There total 10 articles about ethyl 6-(N-(4-bromo-3-(trifluoromethoxy)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine-3-carboxylate 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:

: 13091-23-1
4-chloro-3-nitropyridine

: 1378868-62-2
ethyl 6-(N-(4-bromo-3-(trifluoromethoxy)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: potassium fluoride; sodium bromide / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / Inert atmosphere; Reflux

2: hydrogen / palladium on activated charcoal / methanol / 20 °C / 2585.81 Torr

3: triethylamine / dichloromethane / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 40 °C

5: potassium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C / Inert atmosphere

6: 72 h / 20 °C / Inert atmosphere

7: potassium carbonate / N,N-dimethyl-formamide / 2 h / 100 °C / Inert atmosphere

With potassium fluoride; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; triethylamine; sodium bromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 456-22-4
4-Fluorobenzoic acid

: 1378868-62-2
ethyl 6-(N-(4-bromo-3-(trifluoromethoxy)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1.5 h / Reflux

2.1: triethylamine; magnesium chloride / acetonitrile / 2 h / Cooling with ice-salt bath

2.2: 20 °C / Cooling with ice-salt bath

2.3: 1.5 h / Cooling with ice

3.1: trifluoromethylsulfonic anhydride; triethylamine; Triphenylphosphine oxide / 1,2-dichloro-ethane / 2 h / 85 °C / Inert atmosphere

4.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 100 °C / Inert atmosphere

With oxalyl dichloride; trifluoromethylsulfonic anhydride; potassium carbonate; triethylamine; Triphenylphosphine oxide; magnesium chloride; N,N-dimethyl-formamide; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 1365763-14-9
4-cyclopropyl-3-nitropyridine

: 1378868-62-2
ethyl 6-(N-(4-bromo-3-(trifluoromethoxy)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: hydrogen / palladium on activated charcoal / methanol / 20 °C / 2585.81 Torr

2: triethylamine / dichloromethane / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 40 °C

4: potassium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C / Inert atmosphere

5: 72 h / 20 °C / Inert atmosphere

6: potassium carbonate / N,N-dimethyl-formamide / 2 h / 100 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;