Pyrazolo[1,5-a]pyridine, 7-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-2-ethyl-3-nitro-

Base Information

• Chemical Name: Pyrazolo[1,5-a]pyridine, 7-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-2-ethyl-3-nitro-
• CAS No.: 685886-50-4
• Molecular Formula: C19H21N3O5
• Molecular Weight: 371.393
• Mol file: 685886-50-4.mol

Synonyms:

Chemical Property of Pyrazolo[1,5-a]pyridine, 7-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-2-ethyl-3-nitro-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Pyrazolo[1,5-a]pyridine, 7-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-2-ethyl-3-nitro-

There total 10 articles about Pyrazolo[1,5-a]pyridine, 7-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-2-ethyl-3-nitro- 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: 84.0%

[2,6-dimethoxy-4-(methoxymethyl)phenyl]boronic acid (685886-67-3) + 7-bromo-2-ethyl-3-nitropyrazolo[1,5-a]pyridine (475174-71-1) → 7-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-2-ethyl-3-nitropyrazolo[1,5-a]pyridine (685886-50-4)

Guidance literature:

With potassium phosphate; triphenylphosphine; palladium diacetate; In 1,2-dimethoxyethane; for 14h; Heating / reflux;

Reference yield:

2-bromo-pyridine (109-04-6) → 7-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-2-ethyl-3-nitropyrazolo[1,5-a]pyridine (685886-50-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: copper(l) iodide; diethylamine / bis-triphenylphosphine-palladium(II) chloride / 4 h / 20 °C

2.1: dichloromethane / 0.5 h / 0 °C

3.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 20 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -70 - -60 °C

4.2: 2 h / -70 - 20 °C

5.1: sulfuric acid; nitric acid / 0.5 h / 30 °C

6.1: potassium phosphate; triphenylphosphine / palladium diacetate / 1,2-dimethoxyethane / 14 h / Heating / reflux

With potassium phosphate; copper(l) iodide; n-butyllithium; sulfuric acid; potassium tert-butylate; nitric acid; diethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; palladium diacetate; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane;

Reference yield:

2-ethylpyrazolo[1,5-a]pyridine (475174-65-3) → 7-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-2-ethyl-3-nitropyrazolo[1,5-a]pyridine (685886-50-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -70 - -60 °C

1.2: 2 h / -70 - 20 °C

2.1: sulfuric acid; nitric acid / 0.5 h / 30 °C

3.1: potassium phosphate; triphenylphosphine / palladium diacetate / 1,2-dimethoxyethane / 14 h / Heating / reflux

With potassium phosphate; n-butyllithium; sulfuric acid; nitric acid; triphenylphosphine; palladium diacetate; In tetrahydrofuran; 1,2-dimethoxyethane; hexane;

upstream raw materials:

[2,6-dimethoxy-4-(methoxymethyl)phenyl]boronic acid

7-bromo-2-ethyl-3-nitropyrazolo[1,5-a]pyridine

2-bromo-pyridine

1-(but-1-yn-1-yl)pyridine

Downstream raw materials:

N-(cyclopropylmethyl)-7-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-2-ethyl-N-[(tetrahydro-2H-pyran-4-yl)methyl]pyrazolo[1,5-a]pyridin-3-amine

N-cyclobutylmethyl-N-7-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-2-ethylpyrazolo[1,5-a]pyridin-3-ylamine

tert-butyl N-cyclobutylmethyl-N-7-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-2-ethylpyrazolo[1,5-a]pyridin-3-ylcarbamate

7-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-2-ethylpyrazolo[1,5-a]pyridine-3-amine