3-[4-chloro-1-methyl-2-(4-piperazin-1-yl-phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-N-(2-dimethylamino-ethyl)-benzamide

Base Information

Chemical Name:3-[4-chloro-1-methyl-2-(4-piperazin-1-yl-phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-N-(2-dimethylamino-ethyl)-benzamide
CAS No.:1312579-40-0
Molecular Formula:C₂₉H₃₃ClN₆O
Molecular Weight:517.074
Hs Code.:

Synonyms:3-[4-chloro-1-methyl-2-(4-piperazin-1-yl-phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-N-(2-dimethylamino-ethyl)-benzamide

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Chemical Property of 3-[4-chloro-1-methyl-2-(4-piperazin-1-yl-phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-N-(2-dimethylamino-ethyl)-benzamide

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Technology Process of 3-[4-chloro-1-methyl-2-(4-piperazin-1-yl-phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-N-(2-dimethylamino-ethyl)-benzamide

There total 8 articles about 3-[4-chloro-1-methyl-2-(4-piperazin-1-yl-phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-N-(2-dimethylamino-ethyl)-benzamide 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: 26.0%

: 840521-76-8
N-(2-(dimethylamino)ethyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

: 1312581-11-5
4-[4-(4-chloro-3-iodo-1-methyl-1H-pyrrolo[2,3-b]pyridin-2-yl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester

: 1312579-40-0
3-[4-chloro-1-methyl-2-(4-piperazin-1-yl-phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-N-(2-dimethylamino-ethyl)-benzamide

Guidance literature:: With caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; at 100 ℃; for 5h; Sealed tube;

Reference yield:

: 55052-28-3
4-chloro-7-azaindole

: 1312579-40-0
3-[4-chloro-1-methyl-2-(4-piperazin-1-yl-phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-N-(2-dimethylamino-ethyl)-benzamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / acetonitrile / 0.5 h / 20 °C / Inert atmosphere

1.2: 30 - 40 °C

2.1: lithium diisopropyl amide / hexane; tetrahydrofuran / 1.83 h / -78 °C / Inert atmosphere

2.2: 4 h / -78 °C

3.1: bromo-catecholborane / dichloromethane / 1.5 h

4.1: sodium hydride / N,N-dimethyl-formamide / Inert atmosphere

4.2: 0 - 20 °C

5.1: caesium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 15 h / 100 °C / Sealed tube

6.1: N-iodo-succinimide / N,N-dimethyl-formamide / 20 °C

7.1: caesium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 5 h / 100 °C / Sealed tube

With N-iodo-succinimide; bromo-catecholborane; tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; caesium carbonate; sodium hydroxide; lithium diisopropyl amide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 457613-78-4
4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenylboronic acid

: 1312579-40-0
3-[4-chloro-1-methyl-2-(4-piperazin-1-yl-phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-N-(2-dimethylamino-ethyl)-benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: caesium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 15 h / 100 °C / Sealed tube

2: N-iodo-succinimide / N,N-dimethyl-formamide / 20 °C

3: caesium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 5 h / 100 °C / Sealed tube

With N-iodo-succinimide; caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; N,N-dimethyl-formamide;