ethyl 4-(tert-butoxycarbonyl(2,4-dimethoxybenzyl)amino)-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxylate

Base Information

• Chemical Name: ethyl 4-(tert-butoxycarbonyl(2,4-dimethoxybenzyl)amino)-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxylate
• CAS No.: 1271024-57-7
• Molecular Formula: C₂₆H₃₁N₅O₆
• Molecular Weight: 509.562
• Mol file: 1271024-57-7.mol

Synonyms:ethyl 4-(tert-butoxycarbonyl(2,4-dimethoxybenzyl)amino)-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxylate

Chemical Property of ethyl 4-(tert-butoxycarbonyl(2,4-dimethoxybenzyl)amino)-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 4-(tert-butoxycarbonyl(2,4-dimethoxybenzyl)amino)-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxylate

There total 7 articles about ethyl 4-(tert-butoxycarbonyl(2,4-dimethoxybenzyl)amino)-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-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: 86.0%

2-oxo-propionic acid ethyl ester (617-35-6) + N-Methyldicyclohexylamine (7560-83-0) + tert-butyl 6-amino-7-iodo-1-methyl-1H-imidazo[4,5-c]pyridin-4-yl(2,4-dimethoxybenzyl)carbamate (1271024-54-4) → ethyl 4-(tert-butoxycarbonyl(2,4-dimethoxybenzyl)amino)-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxylate (1271024-57-7)

Guidance literature:

tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In ISOPROPYLAMIDE; at 60 ℃; for 6h; Inert atmosphere;

Reference yield:

2,4-Dimethoxybenzylamine (20781-20-8) → ethyl 4-(tert-butoxycarbonyl(2,4-dimethoxybenzyl)amino)-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxylate (1271024-57-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 3 h / 110 °C

2.1: sodium hexamethyldisilazane / tetrahydrofuran / -78 °C

2.2: -78 - 20 °C

3.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 90 °C

4.1: hydrogenchloride / water; tetrahydrofuran / 0.03 h

5.1: N-iodo-succinimide / acetonitrile / 0.83 h / 0 °C

6.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / ISOPROPYLAMIDE / 6 h / 60 °C / Inert atmosphere

With hydrogenchloride; N-iodo-succinimide; sodium hexamethyldisilazane; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; ISOPROPYLAMIDE; water; acetonitrile;

Reference yield:

tert-butyl 6-amino-1-methyl-1H-imidazo[4,5-c]pyridin-4-yl(2,4-dimethoxybenzyl)carbamate (1271024-51-1) → ethyl 4-(tert-butoxycarbonyl(2,4-dimethoxybenzyl)amino)-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxylate (1271024-57-7)

Guidance literature:

Multi-step reaction with 2 steps

1: N-iodo-succinimide / acetonitrile / 0.83 h / 0 °C

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / ISOPROPYLAMIDE / 6 h / 60 °C / Inert atmosphere

With N-iodo-succinimide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In ISOPROPYLAMIDE; acetonitrile;

upstream raw materials:

2,4-Dimethoxybenzylamine

2-oxo-propionic acid ethyl ester

N-Methyldicyclohexylamine

tert-butyl 6-amino-7-iodo-1-methyl-1H-imidazo[4,5-c]pyridin-4-yl(2,4-dimethoxybenzyl)carbamate

Downstream raw materials:

ethyl 4-(tert-butoxycarbonyl(2,4-dimethoxybenzyl)amino)-6-ethyl-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxylate

BMS-911543

4-(tert-butoxycarbonyl(2,4-dimethoxybenzyl)amino)-6-ethyl-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxylic acid

4-(3-benzoylthioureido)-N,N-dicyclopropyl-6-ethyl-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide