3-(5-{3-[3-(tert-butoxycarbonylaminomethyl)phenyl]pyrazolo[1,5-a]pyrimidin -5-yl}-2-methoxypyridin-3-ylsulfamoyl)benzoic acid

Base Information

• Chemical Name: 3-(5-{3-[3-(tert-butoxycarbonylaminomethyl)phenyl]pyrazolo[1,5-a]pyrimidin -5-yl}-2-methoxypyridin-3-ylsulfamoyl)benzoic acid
• CAS No.: 1414463-52-7
• Molecular Formula: C₃₁H₃₀N₆O₇S
• Molecular Weight: 630.681

Synonyms:3-(5-{3-[3-(tert-butoxycarbonylaminomethyl)phenyl]pyrazolo[1,5-a]pyrimidin -5-yl}-2-methoxypyridin-3-ylsulfamoyl)benzoic acid

Chemical Property of 3-(5-{3-[3-(tert-butoxycarbonylaminomethyl)phenyl]pyrazolo[1,5-a]pyrimidin -5-yl}-2-methoxypyridin-3-ylsulfamoyl)benzoic acid

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Technology Process of 3-(5-{3-[3-(tert-butoxycarbonylaminomethyl)phenyl]pyrazolo[1,5-a]pyrimidin -5-yl}-2-methoxypyridin-3-ylsulfamoyl)benzoic acid

There total 5 articles about 3-(5-{3-[3-(tert-butoxycarbonylaminomethyl)phenyl]pyrazolo[1,5-a]pyrimidin -5-yl}-2-methoxypyridin-3-ylsulfamoyl)benzoic 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: 72.0%

→ 3-(5-{3-[3-(tert-butoxycarbonylaminomethyl)phenyl]pyrazolo[1,5-a]pyrimidin -5-yl}-2-methoxypyridin-3-ylsulfamoyl)benzoic acid (1414463-52-7)

Guidance literature:

Reference yield: 58.0%

{3-[5-(5-amino-6-methoxypyridin-3-yl)pyrazolo[1,5-a]pyrimidin-3-yl]benzyl}carbamic acid tert-butyl ester (1414463-32-3) + 3-Carboxybenzenesulfonyl chloride (4025-64-3) → 3-(5-{3-[3-(tert-butoxycarbonylaminomethyl)phenyl]pyrazolo[1,5-a]pyrimidin -5-yl}-2-methoxypyridin-3-ylsulfamoyl)benzoic acid (1414463-52-7)

Guidance literature:

With pyridine; at 0 ℃; for 0.5h;

DOI:10.1016/j.ejmech.2020.113109

Reference yield:

3-bromo-5-chloro-pyrazolo[1,5-a]pyrimidine (960613-96-1) → 3-(5-{3-[3-(tert-butoxycarbonylaminomethyl)phenyl]pyrazolo[1,5-a]pyrimidin -5-yl}-2-methoxypyridin-3-ylsulfamoyl)benzoic acid (1414463-52-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium carbonate; bis-triphenylphosphine-palladium(II) chloride / water / 0.5 h / 80 °C

1.2: 5 h / 100 °C

2.1: pyridine / 0.5 h / 0 °C

With pyridine; bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In water;

DOI:10.1016/j.ejmech.2020.113109

upstream raw materials:

2-(methyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-pyridinamine

3-bromo-5-chloro-pyrazolo[1,5-a]pyrimidine

(3-{[(tert-butoxycarbonyl)amino]methyl}phenyl)boronic acid

{3-[5-(5-amino-6-methoxypyridin-3-yl)pyrazolo[1,5-a]pyrimidin-3-yl]benzyl}carbamic acid tert-butyl ester

Downstream raw materials:

3-{5-[3-(3-aminomethylphenyl)pyrazolo[1,5-a]pyrimidin-5-yl]-2-methoxypyridin-3-ylsulfamoyl}benzoic acid

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