(Z)-N-(tert-butyl)-3-chloro-9-ethyl-6-(4-methoxybenzyl)-7-oxo-6,7-dihydro-5H-benzo[b]pyrrolo[2,1-i][1,5]diazonine-5-carboxamide

Base Information

• Chemical Name: (Z)-N-(tert-butyl)-3-chloro-9-ethyl-6-(4-methoxybenzyl)-7-oxo-6,7-dihydro-5H-benzo[b]pyrrolo[2,1-i][1,5]diazonine-5-carboxamide
• CAS No.: 1604835-37-1
• Molecular Formula: C₂₉H₃₂ClN₃O₃
• Molecular Weight: 506.044
• Mol file: 1604835-37-1.mol

Synonyms:(Z)-N-(tert-butyl)-3-chloro-9-ethyl-6-(4-methoxybenzyl)-7-oxo-6,7-dihydro-5H-benzo[b]pyrrolo[2,1-i][1,5]diazonine-5-carboxamide

Chemical Property of (Z)-N-(tert-butyl)-3-chloro-9-ethyl-6-(4-methoxybenzyl)-7-oxo-6,7-dihydro-5H-benzo[b]pyrrolo[2,1-i][1,5]diazonine-5-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-N-(tert-butyl)-3-chloro-9-ethyl-6-(4-methoxybenzyl)-7-oxo-6,7-dihydro-5H-benzo[b]pyrrolo[2,1-i][1,5]diazonine-5-carboxamide

There total 5 articles about (Z)-N-(tert-butyl)-3-chloro-9-ethyl-6-(4-methoxybenzyl)-7-oxo-6,7-dihydro-5H-benzo[b]pyrrolo[2,1-i][1,5]diazonine-5-carboxamide 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: 66.0%

N-{2-(tert-butylamino)-1-[5-chloro-2-(1H-pyrrol-1-yl)phenyl]-2-oxoethyl}-N-(4-methoxybenzyl)pent-2-ynamide (1604835-51-9) → (Z)-N-(tert-butyl)-3-chloro-9-ethyl-6-(4-methoxybenzyl)-7-oxo-6,7-dihydro-5H-benzo[b]pyrrolo[2,1-i][1,5]diazonine-5-carboxamide (1604835-37-1)

Guidance literature:

With (triphenylphosphine)gold(I) chloride; silver trifluoromethanesulfonate; In chloroform; at 50 ℃; for 24h; regioselective reaction;

DOI:10.1002/ejoc.201301507

Reference yield:

5-chloro-2-(pyrrol-1-yl)benzyl alcohol (885056-96-2) → (Z)-N-(tert-butyl)-3-chloro-9-ethyl-6-(4-methoxybenzyl)-7-oxo-6,7-dihydro-5H-benzo[b]pyrrolo[2,1-i][1,5]diazonine-5-carboxamide (1604835-37-1)

Guidance literature:

Multi-step reaction with 3 steps

1: silica gel; pyridinium chlorochromate / dichloromethane / 3 h / 20 °C

2: sodium sulfate / methanol / 48 h / 20 °C

3: (triphenylphosphine)gold(I) chloride; silver trifluoromethanesulfonate / chloroform / 24 h / 50 °C

With (triphenylphosphine)gold(I) chloride; silver trifluoromethanesulfonate; silica gel; sodium sulfate; pyridinium chlorochromate; In methanol; dichloromethane; chloroform; 2: |Ugi Condensation;

DOI:10.1002/ejoc.201301507

Reference yield:

5-chloro-2-(1H-pyrrol-1-yl)benzaldehyde (885056-97-3) → (Z)-N-(tert-butyl)-3-chloro-9-ethyl-6-(4-methoxybenzyl)-7-oxo-6,7-dihydro-5H-benzo[b]pyrrolo[2,1-i][1,5]diazonine-5-carboxamide (1604835-37-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium sulfate / methanol / 48 h / 20 °C

2: (triphenylphosphine)gold(I) chloride; silver trifluoromethanesulfonate / chloroform / 24 h / 50 °C

With (triphenylphosphine)gold(I) chloride; silver trifluoromethanesulfonate; sodium sulfate; In methanol; chloroform; 1: |Ugi Condensation;

DOI:10.1002/ejoc.201301507

upstream raw materials:

5-chloro-2-(pyrrol-1-yl)benzyl alcohol

5-chloro-2-(1H-pyrrol-1-yl)benzaldehyde

N-{2-(tert-butylamino)-1-[5-chloro-2-(1H-pyrrol-1-yl)phenyl]-2-oxoethyl}-N-(4-methoxybenzyl)pent-2-ynamide

4-chlorobenzenesulfonyl chloride