N, N-bis(tert-butoxycarbonyl)-3-(1-(2,5-dichlorophenyl)ethoxy)-5-(6-trityl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-3-yl)pyridin-2-amine

Base Information

• Chemical Name: N, N-bis(tert-butoxycarbonyl)-3-(1-(2,5-dichlorophenyl)ethoxy)-5-(6-trityl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-3-yl)pyridin-2-amine
• CAS No.: 1613148-38-1
• Molecular Formula: C₄₉H₄₈Cl₂N₄O₅
• Molecular Weight: 843.85
• Mol file: 1613148-38-1.mol

Synonyms:N, N-bis(tert-butoxycarbonyl)-3-(1-(2,5-dichlorophenyl)ethoxy)-5-(6-trityl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-3-yl)pyridin-2-amine

Chemical Property of N, N-bis(tert-butoxycarbonyl)-3-(1-(2,5-dichlorophenyl)ethoxy)-5-(6-trityl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-3-yl)pyridin-2-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N, N-bis(tert-butoxycarbonyl)-3-(1-(2,5-dichlorophenyl)ethoxy)-5-(6-trityl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-3-yl)pyridin-2-amine

There total 11 articles about N, N-bis(tert-butoxycarbonyl)-3-(1-(2,5-dichlorophenyl)ethoxy)-5-(6-trityl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-3-yl)pyridin-2-amine 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: 90.0%

3-bromo-6-trityl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine (905273-35-0) + N,N-bis(tert-butoxycarbonyl)-3-(1-(2,5-dichlorophenyl)ethoxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine (1613148-35-8) → N, N-bis(tert-butoxycarbonyl)-3-(1-(2,5-dichlorophenyl)ethoxy)-5-(6-trityl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-3-yl)pyridin-2-amine (1613148-38-1)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; In 1,2-dimethoxyethane; water; at 90 ℃; for 12.25h; Inert atmosphere;

Reference yield:

3-fuoro-2-nitropyridine (54231-35-5) → N, N-bis(tert-butoxycarbonyl)-3-(1-(2,5-dichlorophenyl)ethoxy)-5-(6-trityl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-3-yl)pyridin-2-amine (1613148-38-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0 °C

1.2: 20 °C

2.1: iron; acetic acid / 1 h / 100 °C

3.1: N-Bromosuccinimide / acetonitrile / 2 h / 0 °C

4.1: triethylamine; dmap / tetrahydrofuran / 75 °C

5.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dimethyl sulfoxide / 90 °C / Inert atmosphere

6.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / 1,2-dimethoxyethane; water / 12.25 h / 90 °C / Inert atmosphere

With dmap; N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; iron; sodium hydride; caesium carbonate; acetic acid; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; water; dimethyl sulfoxide; acetonitrile; mineral oil;

Reference yield:

5-bromo-2,3-bis(hydroxymethyl)pyridine (1356330-71-6) → N, N-bis(tert-butoxycarbonyl)-3-(1-(2,5-dichlorophenyl)ethoxy)-5-(6-trityl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-3-yl)pyridin-2-amine (1613148-38-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogen bromide / 24 h / 130 °C

1.2: 24 h / 130 °C

2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C

3.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / 1,2-dimethoxyethane; water / 12.25 h / 90 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; hydrogen bromide; caesium carbonate; N-ethyl-N,N-diisopropylamine; In 1,2-dimethoxyethane; water; N,N-dimethyl-formamide;

upstream raw materials:

3-fuoro-2-nitropyridine

Pyridine-2,3-dicarboxylic acid

5-bromopyridine-2,3-dicarboxylic acid dimethyl ester

5-bromo-2,3-bis(hydroxymethyl)pyridine

Downstream raw materials:

3-(1-(2,5-dichlorophenyl)ethoxy)-5-(6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-3-yl)pyridin-2-amine