N-(1-benzyl-3-cyclopropyl-1H-indazol-4-yl)-7-(2-methoxyethoxy)imidazo[1,2-a]pyridine-3-carboxamide

Base Information

• Chemical Name: N-(1-benzyl-3-cyclopropyl-1H-indazol-4-yl)-7-(2-methoxyethoxy)imidazo[1,2-a]pyridine-3-carboxamide
• CAS No.: 1313407-31-6
• Molecular Formula: C₂₈H₂₇N₅O₃
• Molecular Weight: 481.554
• Mol file: 1313407-31-6.mol

Synonyms:N-(1-benzyl-3-cyclopropyl-1H-indazol-4-yl)-7-(2-methoxyethoxy)imidazo[1,2-a]pyridine-3-carboxamide

Chemical Property of N-(1-benzyl-3-cyclopropyl-1H-indazol-4-yl)-7-(2-methoxyethoxy)imidazo[1,2-a]pyridine-3-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(1-benzyl-3-cyclopropyl-1H-indazol-4-yl)-7-(2-methoxyethoxy)imidazo[1,2-a]pyridine-3-carboxamide

There total 10 articles about N-(1-benzyl-3-cyclopropyl-1H-indazol-4-yl)-7-(2-methoxyethoxy)imidazo[1,2-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:

7-(2-methoxyethoxy)imidazo[1,2-a]pyridine-3-carboxylic acid (1067914-88-8) + 1-benzyl-3-cyclopropyl-1H-indazol-4-amine (1313409-10-7) → N-(1-benzyl-3-cyclopropyl-1H-indazol-4-yl)-7-(2-methoxyethoxy)imidazo[1,2-a]pyridine-3-carboxamide (1313407-31-6)

Guidance literature:

7-(2-methoxyethoxy)imidazo[1,2-a]pyridine-3-carboxylic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; sealed vial; Cooling with ice;

1-benzyl-3-cyclopropyl-1H-indazol-4-amine; With triethylamine; In dichloromethane; for 24h;

Reference yield:

benzyl bromide (100-39-0) → N-(1-benzyl-3-cyclopropyl-1H-indazol-4-yl)-7-(2-methoxyethoxy)imidazo[1,2-a]pyridine-3-carboxamide (1313407-31-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

2.1: bromine; acetic acid / 2 h / 80 °C / Sealed vial

2.2: pH 8

3.1: potassium phosphate / palladium diacetate; tricyclohexylphosphine / water; toluene / 24 h / 100 °C / Inert atmosphere; Sealed vial

4.1: iron; ammonium chloride / ethanol; water / 1 h / 85 °C

4.2: 0.17 h / 60 °C

5.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 20 °C / sealed vial; Cooling with ice

5.2: 24 h

With potassium phosphate; oxalyl dichloride; bromine; iron; potassium carbonate; ammonium chloride; acetic acid; palladium diacetate; N,N-dimethyl-formamide; tricyclohexylphosphine; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

2-chloro-4-(2-methoxyethoxy)pyridine (1067914-32-2) → N-(1-benzyl-3-cyclopropyl-1H-indazol-4-yl)-7-(2-methoxyethoxy)imidazo[1,2-a]pyridine-3-carboxamide (1313407-31-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium hexamethyldisilazane / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / tetrahydrofuran / 0 - 65 °C / Inert atmosphere

1.2: 0.25 h / 30 °C

2.1: ethanol; benzene / 4 h / 60 °C / Inert atmosphere

3.1: lithium hydroxide monohydrate; water / tetrahydrofuran; ethanol / 22 h / 40 °C

3.2: pH 3

4.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 20 °C / sealed vial; Cooling with ice

4.2: 24 h

With oxalyl dichloride; lithium hydroxide monohydrate; water; lithium hexamethyldisilazane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N,N-dimethyl-formamide; XPhos; In tetrahydrofuran; ethanol; dichloromethane; benzene;

upstream raw materials:

benzyl bromide

nitro-4 indazole

2-chloro-4-nitropyridine

ethyl 7-(2-methoxyethoxy)imidazo[1,2-a]pyridine-3-carboxylate