14-methyl-5,7,8,13,13b,14-hexahydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-3-ylbenzylcarbamate

Base Information

• Chemical Name: 14-methyl-5,7,8,13,13b,14-hexahydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-3-ylbenzylcarbamate
• CAS No.: 1615687-61-0
• Molecular Formula: C₂₇H₂₄N₄O₃
• Molecular Weight: 452.513
• Mol file: 1615687-61-0.mol

Synonyms:14-methyl-5,7,8,13,13b,14-hexahydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-3-ylbenzylcarbamate

Chemical Property of 14-methyl-5,7,8,13,13b,14-hexahydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-3-ylbenzylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 14-methyl-5,7,8,13,13b,14-hexahydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-3-ylbenzylcarbamate

There total 10 articles about 14-methyl-5,7,8,13,13b,14-hexahydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-3-ylbenzylcarbamate 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: 76.0%

3-(benzyloxy)-14-methyl-7,8,13b,14-tetrahydroindolo[20,30:3,4]pyrido[2,1-b]quinazolin-5(13H)-one (1355077-52-9) + benzyl isothiocyanate (3173-56-6) → 14-methyl-5,7,8,13,13b,14-hexahydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-3-ylbenzylcarbamate (1615687-61-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; Inert atmosphere;

DOI:10.1016/j.ejmech.2014.05.002

Reference yield:

5-(benzyloxy)-2-((ethoxycarbonyl)amino)benzoic acid (104356-42-5) → 14-methyl-5,7,8,13,13b,14-hexahydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-3-ylbenzylcarbamate (1615687-61-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 0.17 h / Inert atmosphere

2.2: 45 °C / Inert atmosphere

3.1: dichloromethane / 20 h / Inert atmosphere; Reflux

4.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 20 h / 20 °C / 760.05 Torr / Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide;

DOI:10.1016/j.ejmech.2014.05.002

Reference yield:

2-((ethoxycarbonyl)amino)-5-hydroxybenzoic acid → 14-methyl-5,7,8,13,13b,14-hexahydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-3-ylbenzylcarbamate (1615687-61-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere

2.1: potassium hydroxide / water / 2 h / 95 °C / Inert atmosphere

3.1: Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 0.17 h / Inert atmosphere

4.2: 45 °C / Inert atmosphere

5.1: dichloromethane / 20 h / Inert atmosphere; Reflux

6.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 20 h / 20 °C / 760.05 Torr / Inert atmosphere

7.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; potassium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2014.05.002

upstream raw materials:

5-(benzyloxy)-2-((ethoxycarbonyl)amino)benzoic acid

2-amino-5-hydroxybenzoic acid

benzyl 5-(benzyloxy)-2-((ethoxycarbonyl)amino)benzoate

3-(benzyloxy)-14-methyl-7,8,13b,14-tetrahydroindolo[20,30:3,4]pyrido[2,1-b]quinazolin-5(13H)-one

Refernces