6-(N-(4-bromo-3-fluoro-2-(trifluoromethyl)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylpyrazolo[1,5-a]pyridine-3-carboxamide

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Chemical Name:6-(N-(4-bromo-3-fluoro-2-(trifluoromethyl)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylpyrazolo[1,5-a]pyridine-3-carboxamide
CAS No.:1378869-32-9
Molecular Formula:C₂₇H₂₂BrF₅N₄O₃S
Molecular Weight:657.459
Hs Code.:

6-(N-(4-bromo-3-fluoro-2-(trifluoromethyl)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylpyrazolo[1,5-a]pyridine-3-carboxamide

Synonyms:6-(N-(4-bromo-3-fluoro-2-(trifluoromethyl)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylpyrazolo[1,5-a]pyridine-3-carboxamide

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Chemical Property of 6-(N-(4-bromo-3-fluoro-2-(trifluoromethyl)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylpyrazolo[1,5-a]pyridine-3-carboxamide

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Technology Process of 6-(N-(4-bromo-3-fluoro-2-(trifluoromethyl)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylpyrazolo[1,5-a]pyridine-3-carboxamide

There total 19 articles about 6-(N-(4-bromo-3-fluoro-2-(trifluoromethyl)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylpyrazolo[1,5-a]pyridine-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: 66.0%

: 1378869-31-8
1-bromo-4-(bromomethyl)-2-fluoro-3-(trifluoromethyl)benzene

: 1378869-08-9
5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6-(methylsulfonamido)pyrazolo[1,5-a]pyridine-3-carboxamide

: 1378869-32-9
6-(N-(4-bromo-3-fluoro-2-(trifluoromethyl)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylpyrazolo[1,5-a]pyridine-3-carboxamide

Guidance literature:: With potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Inert atmosphere;

Reference yield:

: 123973-25-1
2-fluoro-3-(trifluoromethyl)aniline

: 1378869-32-9
6-(N-(4-bromo-3-fluoro-2-(trifluoromethyl)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylpyrazolo[1,5-a]pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 1 h / 15 - 20 °C / Inert atmosphere

2.1: triethylamine / palladium diacetate; 1,1'-bis-(diphenylphosphino)ferrocene / dimethyl sulfoxide / 16 h / 80 °C / 37503.8 Torr

3.1: hydrogen bromide / acetonitrile; water / 0.17 h / 0 °C

3.2: 1.08 h / 0 °C

3.3: 1.5 h / 0 - 70 °C

4.1: diisobutylaluminium hydride / toluene / 1 h / -78 - 0 °C

4.2: -78 °C

5.1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 0.5 h / -10 - 20 °C / Inert atmosphere

6.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

With N-Bromosuccinimide; hydrogen bromide; diisobutylaluminium hydride; potassium carbonate; triethylamine; triphenylphosphine; potassium iodide; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; In dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

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

: 1378869-32-9
6-(N-(4-bromo-3-fluoro-2-(trifluoromethyl)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylpyrazolo[1,5-a]pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 11 steps

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

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

3.1: triethylamine / dichloromethane / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 40 °C

5.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 80 °C / Inert atmosphere

6.1: dichloromethane / 48 h / 20 °C / Inert atmosphere

7.1: potassium carbonate / N,N-dimethyl-formamide / 100 °C / Inert atmosphere

8.1: potassium hydroxide; water / ethanol / 1 h / 85 °C / Inert atmosphere

8.2: pH 2

9.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.25 h / 21 °C / Inert atmosphere

9.2: 0.5 h / 20 °C / Inert atmosphere

10.1: trifluoroacetic acid / 1 h / Reflux

11.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

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