1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridine

Base Information

• Chemical Name: 1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridine
• CAS No.: 1365094-40-1
• Molecular Formula: C₁₅H₁₅N₃O₂
• Molecular Weight: 269.303
• Mol file: 1365094-40-1.mol

Synonyms:1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridine

Chemical Property of 1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridine

There total 8 articles about 1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridine 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: 82.0%

2-chloro-N-(2,4-dimethoxybenzyl)pyridin-3-amine (1154721-78-4) + formamide (77287-34-4,77287-35-5,60100-09-6) → 1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridine (1365094-40-1)

Guidance literature:

With 2-di-tertbutylphosphino-3,4,5,6-tetramethyl-2',4',6'-triisopropyl-1,1'-biphenyl; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium phosphate; In tert-butyl alcohol; at 110 ℃; for 5h; Inert atmosphere;

DOI:10.1021/ol300359s

Reference yield:

2-chloro-3-aminopyridine (6298-19-7) → 1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridine (1365094-40-1)

Guidance literature:

Multi-step reaction with 3 steps

1: trifluoroacetic acid / ethyl acetate / Inert atmosphere

2: sodium tris(acetoxy)borohydride / ethyl acetate / 1 h / Inert atmosphere

3: 2-di-tertbutylphosphino-3,4,5,6-tetramethyl-2',4',6'-triisopropyl-1,1'-biphenyl; potassium phosphate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / tert-butyl alcohol / 5 h / 110 °C / Inert atmosphere

With 2-di-tertbutylphosphino-3,4,5,6-tetramethyl-2',4',6'-triisopropyl-1,1'-biphenyl; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium phosphate; sodium tris(acetoxy)borohydride; trifluoroacetic acid; In ethyl acetate; tert-butyl alcohol;

DOI:10.1021/ol300359s

Reference yield:

2,4-Dimethoxybenzaldehyde (613-45-6) → 1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridine (1365094-40-1)

Guidance literature:

Multi-step reaction with 3 steps

1: trifluoroacetic acid / ethyl acetate / Inert atmosphere

2: sodium tris(acetoxy)borohydride / ethyl acetate / 1 h / Inert atmosphere

3: 2-di-tertbutylphosphino-3,4,5,6-tetramethyl-2',4',6'-triisopropyl-1,1'-biphenyl; potassium phosphate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / tert-butyl alcohol / 5 h / 110 °C / Inert atmosphere

With 2-di-tertbutylphosphino-3,4,5,6-tetramethyl-2',4',6'-triisopropyl-1,1'-biphenyl; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium phosphate; sodium tris(acetoxy)borohydride; trifluoroacetic acid; In ethyl acetate; tert-butyl alcohol;

DOI:10.1021/ol300359s

upstream raw materials:

2-chloro-3-aminopyridine

2-chloro-N-(2,4-dimethoxybenzyl)pyridin-3-amine

formamide

2,4-Dimethoxybenzaldehyde

Downstream raw materials:

2-chloro-1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridine

tert-butyl (S)-2-(tert-butoxycarbonylamino)-5-[1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridin-2-ylamino]pentanoate

C₄₄H₆₉N₆O₁₀⁽¹⁺⁾*I^(1-)

4-(1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridin-2-yl)-morpholine