9-benzenesulfonyl-3-bromo-5-[1-(2,2-difluoroethyl)-piperidin-4-yloxy]-9H-dipyrido[2,3-b;4',3'-d]pyrrole-6-carbonitrile

Base Information

Chemical Name:9-benzenesulfonyl-3-bromo-5-[1-(2,2-difluoroethyl)-piperidin-4-yloxy]-9H-dipyrido[2,3-b;4',3'-d]pyrrole-6-carbonitrile
CAS No.:1312756-22-1
Molecular Formula:C₂₄H₂₀BrF₂N₅O₃S
Molecular Weight:576.421
Hs Code.:

Synonyms:9-benzenesulfonyl-3-bromo-5-[1-(2,2-difluoroethyl)-piperidin-4-yloxy]-9H-dipyrido[2,3-b;4',3'-d]pyrrole-6-carbonitrile

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Chemical Property of 9-benzenesulfonyl-3-bromo-5-[1-(2,2-difluoroethyl)-piperidin-4-yloxy]-9H-dipyrido[2,3-b;4',3'-d]pyrrole-6-carbonitrile

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Technology Process of 9-benzenesulfonyl-3-bromo-5-[1-(2,2-difluoroethyl)-piperidin-4-yloxy]-9H-dipyrido[2,3-b;4',3'-d]pyrrole-6-carbonitrile

There total 11 articles about 9-benzenesulfonyl-3-bromo-5-[1-(2,2-difluoroethyl)-piperidin-4-yloxy]-9H-dipyrido[2,3-b;4',3'-d]pyrrole-6-carbonitrile 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: 96.0%

: 1200132-31-5
9-benzenesulfonyl-3-bromo-5-(piperidin-4-yloxy)-9H-dipyrido[2,3-b:4',3'-d]pyrrole-6-carbonitrile

: 74427-22-8
2,2-difluoroethyl triflate

: 1312756-22-1
9-benzenesulfonyl-3-bromo-5-[1-(2,2-difluoroethyl)-piperidin-4-yloxy]-9H-dipyrido[2,3-b;4',3'-d]pyrrole-6-carbonitrile

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 65 ℃; for 7h;

Reference yield:

: 1072-97-5
5-bromo-2-pyridylamine

: 1312756-22-1
9-benzenesulfonyl-3-bromo-5-[1-(2,2-difluoroethyl)-piperidin-4-yloxy]-9H-dipyrido[2,3-b;4',3'-d]pyrrole-6-carbonitrile

Guidance literature:: Multi-step reaction with 11 steps

1.1: sulfuric acid; potassium iodate / 100 °C

1.2: 1.5 h

2.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 1 h / 0 - 20 °C

3.1: potassium tert-butylate / tert-butyl alcohol / 1 h / 85 °C

4.1: aluminum (III) chloride / dichloromethane / 0.83 h

4.2: 18 h

5.1: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / dichloromethane / 1.33 h / 0 - 20 °C

6.1: N-Bromosuccinimide; 1,1'-azobis(1-cyanocyclohexanenitrile) / 1,2-dichloro-ethane / 1.5 h / Reflux

7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C

8.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 10 °C

9.1: diethylazodicarboxylate / triphenylphosphine / tetrahydrofuran / 0.67 h / 50 °C

10.1: diethylazodicarboxylate / dichloromethane / 0.67 h / 50 °C

11.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 7 h / 65 °C

With potassium iodate; N-Bromosuccinimide; sulfuric acid; potassium tert-butylate; N-benzyl-N,N,N-triethylammonium chloride; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium hexamethyldisilazane; diethylazodicarboxylate; 1,1'-azobis(1-cyanocyclohexanenitrile); aluminum (III) chloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triphenylphosphine; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; mineral oil; tert-butyl alcohol;

Reference yield:

: 381233-96-1
2-amino-3-iodo-5-bromopyridine

: 1312756-22-1
9-benzenesulfonyl-3-bromo-5-[1-(2,2-difluoroethyl)-piperidin-4-yloxy]-9H-dipyrido[2,3-b;4',3'-d]pyrrole-6-carbonitrile

Guidance literature:: Multi-step reaction with 10 steps

1.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 1 h / 0 - 20 °C

2.1: potassium tert-butylate / tert-butyl alcohol / 1 h / 85 °C

3.1: aluminum (III) chloride / dichloromethane / 0.83 h

3.2: 18 h

4.1: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / dichloromethane / 1.33 h / 0 - 20 °C

5.1: N-Bromosuccinimide; 1,1'-azobis(1-cyanocyclohexanenitrile) / 1,2-dichloro-ethane / 1.5 h / Reflux

6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C

7.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 10 °C

8.1: diethylazodicarboxylate / triphenylphosphine / tetrahydrofuran / 0.67 h / 50 °C

9.1: diethylazodicarboxylate / dichloromethane / 0.67 h / 50 °C

10.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 7 h / 65 °C

With N-Bromosuccinimide; potassium tert-butylate; N-benzyl-N,N,N-triethylammonium chloride; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium hexamethyldisilazane; diethylazodicarboxylate; 1,1'-azobis(1-cyanocyclohexanenitrile); aluminum (III) chloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triphenylphosphine; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; mineral oil; tert-butyl alcohol;