ethyl 5-(benzyloxy)-6-(N-(tert-butoxycarbonyl)methylsulfonamido)-2-(4-fluorophenyl)pyrazolo[1,5-a] pyridine-3-carboxylate

Base Information

• Chemical Name: ethyl 5-(benzyloxy)-6-(N-(tert-butoxycarbonyl)methylsulfonamido)-2-(4-fluorophenyl)pyrazolo[1,5-a] pyridine-3-carboxylate
• CAS No.: 1215107-18-8
• Molecular Formula: C₂₉H₃₀FN₃O₇S
• Molecular Weight: 583.638
• Mol file: 1215107-18-8.mol

Synonyms:ethyl 5-(benzyloxy)-6-(N-(tert-butoxycarbonyl)methylsulfonamido)-2-(4-fluorophenyl)pyrazolo[1,5-a] pyridine-3-carboxylate

Chemical Property of ethyl 5-(benzyloxy)-6-(N-(tert-butoxycarbonyl)methylsulfonamido)-2-(4-fluorophenyl)pyrazolo[1,5-a] pyridine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 5-(benzyloxy)-6-(N-(tert-butoxycarbonyl)methylsulfonamido)-2-(4-fluorophenyl)pyrazolo[1,5-a] pyridine-3-carboxylate

There total 3 articles about ethyl 5-(benzyloxy)-6-(N-(tert-butoxycarbonyl)methylsulfonamido)-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: 22.0%

N-amino tert-butyl 4-(benzyloxy)pyridin-3-yl(methylsulfonyl)carbamate + ethyl 3-(4-fluorophenyl)propiolate (1736-31-8) → ethyl 5-(benzyloxy)-6-(N-(tert-butoxycarbonyl)methylsulfonamido)-2-(4-fluorophenyl)pyrazolo[1,5-a] pyridine-3-carboxylate (1215107-18-8)

Guidance literature:

ethyl 3-(4-fluorophenyl)propiolate; With potassium carbonate; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h;

N-amino tert-butyl 4-(benzyloxy)pyridin-3-yl(methylsulfonyl)carbamate; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

Reference yield: 22.0%

C9H11O3S(1-)*C18H24N3O5S(1+) (1215107-17-7) + ethyl 3-(4-fluorophenyl)propiolate (1736-31-8) → ethyl 5-(benzyloxy)-6-(N-(tert-butoxycarbonyl)methylsulfonamido)-2-(4-fluorophenyl)pyrazolo[1,5-a] pyridine-3-carboxylate (1215107-18-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃;

Reference yield:

1-ethynyl-4-fluorobenzene (766-98-3) → ethyl 5-(benzyloxy)-6-(N-(tert-butoxycarbonyl)methylsulfonamido)-2-(4-fluorophenyl)pyrazolo[1,5-a] pyridine-3-carboxylate (1215107-18-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / diethyl ether / -78 °C

1.2: 1 h / -78 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 0 - 20 °C

With n-butyllithium; potassium carbonate; In diethyl ether; N,N-dimethyl-formamide;

upstream raw materials:

ethyl 3-(4-fluorophenyl)propiolate

C₉H₁₁O₃S^(1-)*C₁₈H₂₄N₃O₅S⁽¹⁺⁾

1-ethynyl-4-fluorobenzene

Downstream raw materials:

6-(N-ethylmethylsulfonamido)-2-(4-fluorophenyl)-5-hydroxy-N-methylpyrazolo[1,5-a]pyridine-3-carboxamide

5-(benzyloxy)-6-(N-ethylmethylsulfonamido)-2-(4-fluorophenyl)-N-methylpyrazolo[1,5-a]pyridine-3-carboxamide

5-(benzyloxy)-6-(N-ethylmethylsulfonamido)-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine-3-carboxylic acid

ethyl 5-(benzyloxy)-6-(N-ethylmethylsulfonamido)-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine-3-carboxylate