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

Base Information

Chemical Name:6-(N-(4-bromo-3-(trifluoromethoxy)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine-3-carboxylic acid
CAS No.:1378868-63-3
Molecular Formula:C₂₆H₂₀BrF₄N₃O₅S
Molecular Weight:642.426
Hs Code.:

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

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

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

There total 13 articles about 6-(N-(4-bromo-3-(trifluoromethoxy)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine-3-carboxylic acid 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: 97.0%

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

: 1378868-63-3
6-(N-(4-bromo-3-(trifluoromethoxy)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine-3-carboxylic acid

Guidance literature:: ethyl 6-(N-(4-bromo-3-(trifluoromethoxy)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine-3-carboxylate; With water; potassium hydroxide; In ethanol; at 85 ℃; for 1h;

With hydrogenchloride; In water;

Reference yield:

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

: 1378868-63-3
6-(N-(4-bromo-3-(trifluoromethoxy)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 8 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

8: potassium hydroxide; water / ethanol / 1 h / 85 °C

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

Reference yield:

: 456-22-4
4-Fluorobenzoic acid

: 1378868-63-3
6-(N-(4-bromo-3-(trifluoromethoxy)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 5 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

5.1: potassium hydroxide; water / ethanol / 1 h / 85 °C

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