3-chloro-4-(1-(cyclopentylmethyl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridin-6-ylamino)-N,N-dimethylbenzamide

Base Information

Chemical Name:3-chloro-4-(1-(cyclopentylmethyl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridin-6-ylamino)-N,N-dimethylbenzamide
CAS No.:1400285-25-7
Molecular Formula:C₂₆H₂₉ClN₆O
Molecular Weight:477.009
Hs Code.:

Synonyms:3-chloro-4-(1-(cyclopentylmethyl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridin-6-ylamino)-N,N-dimethylbenzamide

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Chemical Property of 3-chloro-4-(1-(cyclopentylmethyl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridin-6-ylamino)-N,N-dimethylbenzamide

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Technology Process of 3-chloro-4-(1-(cyclopentylmethyl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridin-6-ylamino)-N,N-dimethylbenzamide

There total 10 articles about 3-chloro-4-(1-(cyclopentylmethyl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridin-6-ylamino)-N,N-dimethylbenzamide 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: 68.0%

: 1019018-13-3
4-amino-3-chloro-N,N-dimethylbenzamide

: 1400287-16-2
6-bromo-1-(cyclopentylmethyl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridine

: 1400285-25-7
3-chloro-4-(1-(cyclopentylmethyl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridin-6-ylamino)-N,N-dimethylbenzamide

Guidance literature:: With caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In ISOPROPYLAMIDE; at 80 - 90 ℃; for 5h;

Reference yield:

: 39806-89-8
4-ethynyl-1-methyl-1-H-pyrazole

: 1400285-25-7
3-chloro-4-(1-(cyclopentylmethyl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridin-6-ylamino)-N,N-dimethylbenzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 1.75 h / 60 °C / Inert atmosphere; Sealed vial

2.1: sodium hydroxide / methanol / 6 h / 25 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 20 °C

3.2: 7 h / 60 °C

4.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / ISOPROPYLAMIDE / 5 h / 80 - 90 °C

With sodium hydride; caesium carbonate; triethylamine; sodium hydroxide; bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In methanol; ISOPROPYLAMIDE; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 1201657-09-1
1-methyl-4-((trimethylsilyl)ethynyl)-1H-pyrazole

: 1400285-25-7
3-chloro-4-(1-(cyclopentylmethyl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridin-6-ylamino)-N,N-dimethylbenzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate; methanol / 2 h / 20 °C

2.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 1.75 h / 60 °C / Inert atmosphere; Sealed vial

3.1: sodium hydroxide / methanol / 6 h / 25 °C

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 20 °C

4.2: 7 h / 60 °C

5.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / ISOPROPYLAMIDE / 5 h / 80 - 90 °C

With methanol; sodium hydride; potassium carbonate; caesium carbonate; triethylamine; sodium hydroxide; bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In methanol; ISOPROPYLAMIDE; N,N-dimethyl-formamide; mineral oil;