tert-butyl ({[1-(6-cyanopyridin-3-yl)sulfonyl]-5-phenyl-1H-pyrrol-3-yl}methyl)methylcarbamate

Base Information

Chemical Name:tert-butyl ({[1-(6-cyanopyridin-3-yl)sulfonyl]-5-phenyl-1H-pyrrol-3-yl}methyl)methylcarbamate
CAS No.:1374671-92-7
Molecular Formula:C₂₃H₂₄N₄O₄S
Molecular Weight:452.534
Hs Code.:

Synonyms:tert-butyl ({[1-(6-cyanopyridin-3-yl)sulfonyl]-5-phenyl-1H-pyrrol-3-yl}methyl)methylcarbamate

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Chemical Property of tert-butyl ({[1-(6-cyanopyridin-3-yl)sulfonyl]-5-phenyl-1H-pyrrol-3-yl}methyl)methylcarbamate

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Technology Process of tert-butyl ({[1-(6-cyanopyridin-3-yl)sulfonyl]-5-phenyl-1H-pyrrol-3-yl}methyl)methylcarbamate

There total 12 articles about tert-butyl ({[1-(6-cyanopyridin-3-yl)sulfonyl]-5-phenyl-1H-pyrrol-3-yl}methyl)methylcarbamate 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: 72.0%

: 557-21-1
zinc(II) cyanide

: 881678-28-0
tert-butyl ({[1-(6-chloropyridin-3-yl)sulfonyl]-5-phenyl-1H-pyrrol-3-yl}methyl)methylcarbamate

: 1374671-92-7
tert-butyl ({[1-(6-cyanopyridin-3-yl)sulfonyl]-5-phenyl-1H-pyrrol-3-yl}methyl)methylcarbamate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 100 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jm300318t

Reference yield:

: 70-11-1
α-bromoacetophenone

: 1374671-92-7
tert-butyl ({[1-(6-cyanopyridin-3-yl)sulfonyl]-5-phenyl-1H-pyrrol-3-yl}methyl)methylcarbamate

Guidance literature:: Multi-step reaction with 9 steps

1.1: potassium carbonate / 0.75 h / 40 - 45 °C

1.2: 18 h / 20 °C

2.1: hydrogenchloride / tetrahydrofuran / 20 °C / Cooling with ice

3.1: palladium 10% on activated carbon; hydrogen / ethanol / 24 h / 20 °C

4.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 1 h / -78 °C

5.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / acetonitrile / 1.5 h / 20 °C / Molecular sieve

6.1: methanol / 0.5 h / 20 °C

6.2: 0.17 h / 20 °C

7.1: acetonitrile / 1.5 h / 20 °C

8.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

8.2: 0 - 20 °C

9.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 2 h / 100 °C / Inert atmosphere

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrapropylammonium perruthennate; palladium 10% on activated carbon; hydrogen; sodium hydride; diisobutylaluminium hydride; potassium carbonate; 4-methylmorpholine N-oxide; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jm300318t

Reference yield:

: 56448-22-7
5-phenyl-1H pyrrole-3-carboxaldehyde

: 1374671-92-7
tert-butyl ({[1-(6-cyanopyridin-3-yl)sulfonyl]-5-phenyl-1H-pyrrol-3-yl}methyl)methylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: methanol / 0.5 h / 20 °C

1.2: 0.17 h / 20 °C

2.1: acetonitrile / 1.5 h / 20 °C

3.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

3.2: 0 - 20 °C

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 2 h / 100 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm300318t