ethyl 4-(4-methoxybenzoyl)-5H-pyrimido[5,4-b]indole-2-carboxylate

Base Information

Chemical Name:ethyl 4-(4-methoxybenzoyl)-5H-pyrimido[5,4-b]indole-2-carboxylate
CAS No.:1438393-73-7
Molecular Formula:C₂₁H₁₇N₃O₄
Molecular Weight:375.384
Hs Code.:

Synonyms:ethyl 4-(4-methoxybenzoyl)-5H-pyrimido[5,4-b]indole-2-carboxylate

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Chemical Property of ethyl 4-(4-methoxybenzoyl)-5H-pyrimido[5,4-b]indole-2-carboxylate

Chemical Property:

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Technology Process of ethyl 4-(4-methoxybenzoyl)-5H-pyrimido[5,4-b]indole-2-carboxylate

There total 8 articles about ethyl 4-(4-methoxybenzoyl)-5H-pyrimido[5,4-b]indole-2-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:

: 1199215-71-8
tert-butyl 1H-indol-3-ylcarbamate

: 1438393-73-7
ethyl 4-(4-methoxybenzoyl)-5H-pyrimido[5,4-b]indole-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: boron trifluoride diethyl etherate / chloroform; acetic acid / 20 °C / Inert atmosphere

2: sodium tetrahydroborate / tetrahydrofuran; ethanol / 2 h / Inert atmosphere; Cooling with ice

3: potassium permanganate / water / 2 h / 50 °C

4: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / Inert atmosphere; Cooling with ice

5: aluminum (III) chloride / 15 h / 20 °C / Inert atmosphere; Cooling with ice

With aluminum (III) chloride; sodium tetrahydroborate; potassium permanganate; oxalyl dichloride; boron trifluoride diethyl etherate; N,N-dimethyl-formamide; In tetrahydrofuran; ethanol; dichloromethane; chloroform; water; acetic acid; 1: |Diels-Alder Cycloaddition / 5: |Friedel-Crafts Acylation;
DOI:10.1055/s-0032-1316857

Reference yield:

: 771-50-6
1H-indole-3-carboxylic acid

: 1438393-73-7
ethyl 4-(4-methoxybenzoyl)-5H-pyrimido[5,4-b]indole-2-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: diphenyl phosphoryl azide; triethylamine / tetrahydrofuran / 48 h / 20 °C / Inert atmosphere

2: 5 h / Reflux; Inert atmosphere

3: boron trifluoride diethyl etherate / chloroform; acetic acid / 20 °C / Inert atmosphere

4: sodium tetrahydroborate / tetrahydrofuran; ethanol / 2 h / Inert atmosphere; Cooling with ice

5: potassium permanganate / water / 2 h / 50 °C

6: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / Inert atmosphere; Cooling with ice

7: aluminum (III) chloride / 15 h / 20 °C / Inert atmosphere; Cooling with ice

With aluminum (III) chloride; sodium tetrahydroborate; potassium permanganate; oxalyl dichloride; diphenyl phosphoryl azide; boron trifluoride diethyl etherate; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; ethanol; dichloromethane; chloroform; water; acetic acid; 2: |Curtius Rearrangement / 3: |Diels-Alder Cycloaddition / 7: |Friedel-Crafts Acylation;
DOI:10.1055/s-0032-1316857

Reference yield:

: 1H-indole-3-carbonyl azide

: 1438393-73-7
ethyl 4-(4-methoxybenzoyl)-5H-pyrimido[5,4-b]indole-2-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 5 h / Reflux; Inert atmosphere

2: boron trifluoride diethyl etherate / chloroform; acetic acid / 20 °C / Inert atmosphere

3: sodium tetrahydroborate / tetrahydrofuran; ethanol / 2 h / Inert atmosphere; Cooling with ice

4: potassium permanganate / water / 2 h / 50 °C

5: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / Inert atmosphere; Cooling with ice

6: aluminum (III) chloride / 15 h / 20 °C / Inert atmosphere; Cooling with ice

With aluminum (III) chloride; sodium tetrahydroborate; potassium permanganate; oxalyl dichloride; boron trifluoride diethyl etherate; N,N-dimethyl-formamide; In tetrahydrofuran; ethanol; dichloromethane; chloroform; water; acetic acid; 1: |Curtius Rearrangement / 2: |Diels-Alder Cycloaddition / 6: |Friedel-Crafts Acylation;
DOI:10.1055/s-0032-1316857