tert-butyl ({5-(2-cyanopyridin-3-yl)-4-fluoro-1-[(3-fluorophenyl)sulfonyl]-1H-pyrrol-3-yl}methyl)methylcarbamate

Base Information

Chemical Name:tert-butyl ({5-(2-cyanopyridin-3-yl)-4-fluoro-1-[(3-fluorophenyl)sulfonyl]-1H-pyrrol-3-yl}methyl)methylcarbamate
CAS No.:1055306-96-1
Molecular Formula:C₂₃H₂₂F₂N₄O₄S
Molecular Weight:488.515
Hs Code.:

Synonyms:tert-butyl ({5-(2-cyanopyridin-3-yl)-4-fluoro-1-[(3-fluorophenyl)sulfonyl]-1H-pyrrol-3-yl}methyl)methylcarbamate

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Chemical Property of tert-butyl ({5-(2-cyanopyridin-3-yl)-4-fluoro-1-[(3-fluorophenyl)sulfonyl]-1H-pyrrol-3-yl}methyl)methylcarbamate

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Technology Process of tert-butyl ({5-(2-cyanopyridin-3-yl)-4-fluoro-1-[(3-fluorophenyl)sulfonyl]-1H-pyrrol-3-yl}methyl)methylcarbamate

There total 11 articles about tert-butyl ({5-(2-cyanopyridin-3-yl)-4-fluoro-1-[(3-fluorophenyl)sulfonyl]-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: 91.0%

: 1055306-85-8
tert-butyl {[5-(2-cyanopyridin-3-yl)-4-fluoro-1H-pyrrol-3-yl]methyl}methylcarbamate

: 701-27-9
3-fluorobenzene-1-sulfonyl chloride

: 1055306-96-1
tert-butyl ({5-(2-cyanopyridin-3-yl)-4-fluoro-1-[(3-fluorophenyl)sulfonyl]-1H-pyrrol-3-yl}methyl)methylcarbamate

Guidance literature:: With 15-crown-5; sodium hydride; In tetrahydrofuran; at 0 ℃; for 3h;

Reference yield:

: 2-chloro-3-(4,4-difluoro-3-methylene-3,4-dihydro-2H-pyrrol-5-yl)pyridine

: 1055306-96-1
tert-butyl ({5-(2-cyanopyridin-3-yl)-4-fluoro-1-[(3-fluorophenyl)sulfonyl]-1H-pyrrol-3-yl}methyl)methylcarbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / tetrahydrofuran / 16 h / 0 - 60 °C

1.2: 0.5 h / 0 °C

2.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C

2.2: 0.5 h / 0 °C

3.1: carbonochloridic acid 1-chloro-ethyl ester / tetrahydrofuran / 1 h / 0 °C

3.2: 14 h / 0 °C / Heating / reflux

3.3: 1 h / 20 °C

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 32 h / 120 °C

5.1: methanol; sodium hydroxide; water / tetrahydrofuran / 0.5 h / 20 °C

6.1: 15-crown-5; sodium hydride / tetrahydrofuran / 3 h / 0 °C

With methanol; sodium hydroxide; 15-crown-5; carbonochloridic acid 1-chloro-ethyl ester; water; sodium hydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

: 1055306-64-3
tert-butyl 3,3-difluoro-4-methylidene-2-oxopyrrolidine-1-carboxylate

: 1055306-96-1
tert-butyl ({5-(2-cyanopyridin-3-yl)-4-fluoro-1-[(3-fluorophenyl)sulfonyl]-1H-pyrrol-3-yl}methyl)methylcarbamate

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 2.75 h / -78 °C

1.2: 3 h / -78 °C

2.1: hydrogenchloride; water; acetic acid / 1 h / 20 °C

3.1: sodium hydride / tetrahydrofuran / 16 h / 0 - 60 °C

3.2: 0.5 h / 0 °C

4.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C

4.2: 0.5 h / 0 °C

5.1: carbonochloridic acid 1-chloro-ethyl ester / tetrahydrofuran / 1 h / 0 °C

5.2: 14 h / 0 °C / Heating / reflux

5.3: 1 h / 20 °C

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 32 h / 120 °C

7.1: methanol; sodium hydroxide; water / tetrahydrofuran / 0.5 h / 20 °C

8.1: 15-crown-5; sodium hydride / tetrahydrofuran / 3 h / 0 °C

With hydrogenchloride; methanol; sodium hydroxide; n-butyllithium; 15-crown-5; carbonochloridic acid 1-chloro-ethyl ester; water; sodium hydride; acetic acid; diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;