6-(N-(4-bromo-3-fluorobenzyl)methylsulfonamido)-5-cyclopropyl-2-(pyridin-4-yl)pyrazolo[1,5-a]pyridine-3-carboxylic acid

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Chemical Name:6-(N-(4-bromo-3-fluorobenzyl)methylsulfonamido)-5-cyclopropyl-2-(pyridin-4-yl)pyrazolo[1,5-a]pyridine-3-carboxylic acid
CAS No.:1378868-79-1
Molecular Formula:C₂₄H₂₀BrFN₄O₄S
Molecular Weight:559.416
Hs Code.:

Synonyms:6-(N-(4-bromo-3-fluorobenzyl)methylsulfonamido)-5-cyclopropyl-2-(pyridin-4-yl)pyrazolo[1,5-a]pyridine-3-carboxylic acid

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

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

There total 5 articles about 6-(N-(4-bromo-3-fluorobenzyl)methylsulfonamido)-5-cyclopropyl-2-(pyridin-4-yl)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: 90.0%

: 1378868-77-9
ethyl 6-(N-(4-bromo-3-fluorobenzyl)methylsulfonamido)-5-cyclopropyl-2-(pyridin-4-yl)pyrazolo[1,5-a]pyridine-3-carboxylate

: 1378868-79-1
6-(N-(4-bromo-3-fluorobenzyl)methylsulfonamido)-5-cyclopropyl-2-(pyridin-4-yl)pyrazolo[1,5-a]pyridine-3-carboxylic acid

Guidance literature:: ethyl 6-(N-(4-bromo-3-fluorobenzyl)methylsulfonamido)-5-cyclopropyl-2-(pyridin-4-yl)pyrazolo[1,5-a]pyridine-3-carboxylate; With water; potassium hydroxide; In ethanol; at 85 ℃; for 1.5h; Inert atmosphere;

With hydrogenchloride; In water; pH=1;

Reference yield:

: 55-22-1
pyridine-4-carboxylic acid

: 1378868-79-1
6-(N-(4-bromo-3-fluorobenzyl)methylsulfonamido)-5-cyclopropyl-2-(pyridin-4-yl)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 / 80 °C / Inert atmosphere

5.1: potassium hydroxide; water / ethanol / 1.5 h / 85 °C / Inert atmosphere

5.2: pH 1

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;

Reference yield:

: 26377-17-3
ethyl 3-oxo-3-(4-pyridyl)propanoate

: 1378868-79-1
6-(N-(4-bromo-3-fluorobenzyl)methylsulfonamido)-5-cyclopropyl-2-(pyridin-4-yl)pyrazolo[1,5-a]pyridine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

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

2.1: potassium carbonate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

3.1: potassium hydroxide; water / ethanol / 1.5 h / 85 °C / Inert atmosphere

3.2: pH 1

With trifluoromethylsulfonic anhydride; water; potassium carbonate; triethylamine; Triphenylphosphine oxide; potassium hydroxide; In ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;