N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-{2-(tert-butylamino)-1-[5-chloro-2-(1H-pyrrol-1-yl)phenyl]-2-oxoethyl}but-2-ynamide

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Chemical Name:N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-{2-(tert-butylamino)-1-[5-chloro-2-(1H-pyrrol-1-yl)phenyl]-2-oxoethyl}but-2-ynamide
CAS No.:1604835-50-8
Molecular Formula:C₂₈H₂₈ClN₃O₄
Molecular Weight:506.001
Hs Code.:

Synonyms:N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-{2-(tert-butylamino)-1-[5-chloro-2-(1H-pyrrol-1-yl)phenyl]-2-oxoethyl}but-2-ynamide

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Chemical Property of N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-{2-(tert-butylamino)-1-[5-chloro-2-(1H-pyrrol-1-yl)phenyl]-2-oxoethyl}but-2-ynamide

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Technology Process of N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-{2-(tert-butylamino)-1-[5-chloro-2-(1H-pyrrol-1-yl)phenyl]-2-oxoethyl}but-2-ynamide

There total 4 articles about N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-{2-(tert-butylamino)-1-[5-chloro-2-(1H-pyrrol-1-yl)phenyl]-2-oxoethyl}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%

: 885056-97-3
5-chloro-2-(1H-pyrrol-1-yl)benzaldehyde

: 2620-50-0
1,3-benzodioxol-5-ylmethyl amine

: 590-93-2
2-Butynoic acid

: 119072-55-8,7188-38-7
tert-butylisonitrile

: 1604835-50-8
N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-{2-(tert-butylamino)-1-[5-chloro-2-(1H-pyrrol-1-yl)phenyl]-2-oxoethyl}but-2-ynamide

Guidance literature:: With sodium sulfate; In methanol; at 20 ℃; for 48h;
DOI:10.1002/ejoc.201301507

Reference yield:

: 885056-96-2
5-chloro-2-(pyrrol-1-yl)benzyl alcohol

: 1604835-50-8
N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-{2-(tert-butylamino)-1-[5-chloro-2-(1H-pyrrol-1-yl)phenyl]-2-oxoethyl}but-2-ynamide

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:

: 5202-89-1
4-chlorobenzenesulfonyl chloride

: 1604835-50-8
N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-{2-(tert-butylamino)-1-[5-chloro-2-(1H-pyrrol-1-yl)phenyl]-2-oxoethyl}but-2-ynamide

Guidance literature:: Multi-step reaction with 4 steps

1: acetic acid / 2 h / Reflux

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

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

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

With lithium aluminium tetrahydride; silica gel; acetic acid; sodium sulfate; pyridinium chlorochromate; In methanol; diethyl ether; dichloromethane; 4: |Ugi Condensation;
DOI:10.1002/ejoc.201301507