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

Base Information

• Chemical Name: N-{2-(tert-butylamino)-1-[5-chloro-2-(1H-pyrrol-1-yl)phenyl]-2-oxoethyl}-N-(4-methoxybenzyl)but-2-ynamide
• CAS No.: 1604835-52-0
• Molecular Formula: C₂₈H₃₀ClN₃O₃
• Molecular Weight: 492.017
• Mol file: 1604835-52-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about N-{2-(tert-butylamino)-1-[5-chloro-2-(1H-pyrrol-1-yl)phenyl]-2-oxoethyl}-N-(4-methoxybenzyl)but-2-ynamide 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: 49.0%

5-chloro-2-(1H-pyrrol-1-yl)benzaldehyde (885056-97-3) + 2-Butynoic acid (590-93-2) + tert-butylisonitrile (119072-55-8,7188-38-7) + 4-methoxy-benzylamine (2393-23-9) → N-{2-(tert-butylamino)-1-[5-chloro-2-(1H-pyrrol-1-yl)phenyl]-2-oxoethyl}-N-(4-methoxybenzyl)but-2-ynamide (1604835-52-0)

Guidance literature:

With sodium sulfate; In methanol; at 20 ℃; for 48h;

DOI:10.1002/ejoc.201301507

Reference yield:

5-chloro-2-(pyrrol-1-yl)benzyl alcohol (885056-96-2) → N-{2-(tert-butylamino)-1-[5-chloro-2-(1H-pyrrol-1-yl)phenyl]-2-oxoethyl}-N-(4-methoxybenzyl)but-2-ynamide (1604835-52-0)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With silica gel; sodium sulfate; pyridinium chlorochromate; In methanol; dichloromethane; 2: |Ugi Condensation;

DOI:10.1002/ejoc.201301507

Reference yield:

methyl 4-chloro-2-(1H-pyrrol-1-yl)benzoate (88442-97-1) → N-{2-(tert-butylamino)-1-[5-chloro-2-(1H-pyrrol-1-yl)phenyl]-2-oxoethyl}-N-(4-methoxybenzyl)but-2-ynamide (1604835-52-0)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / diethyl ether / 0.5 h / 0 °C

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

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

With lithium aluminium tetrahydride; silica gel; sodium sulfate; pyridinium chlorochromate; In methanol; diethyl ether; dichloromethane; 3: |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

2-Butynoic acid

tert-butylisonitrile

Downstream raw materials:

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