tert-butyl 6-((2-chloro-4-(dimethylcarbamoyl)phenyl)amino)-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

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Chemical Name:tert-butyl 6-((2-chloro-4-(dimethylcarbamoyl)phenyl)amino)-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate
CAS No.:1400284-70-9
Molecular Formula:C₂₅H₂₇ClN₆O₃
Molecular Weight:494.981
Hs Code.:

Synonyms:tert-butyl 6-((2-chloro-4-(dimethylcarbamoyl)phenyl)amino)-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

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Chemical Property of tert-butyl 6-((2-chloro-4-(dimethylcarbamoyl)phenyl)amino)-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

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Technology Process of tert-butyl 6-((2-chloro-4-(dimethylcarbamoyl)phenyl)amino)-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

There total 9 articles about tert-butyl 6-((2-chloro-4-(dimethylcarbamoyl)phenyl)amino)-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate 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: 28.0%

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

: 1400286-74-9
tert-butyl-6-bromo-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridine-1-carboxyla

: 1400284-70-9
tert-butyl 6-((2-chloro-4-(dimethylcarbamoyl)phenyl)amino)-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 80 ℃; for 3h; Inert atmosphere;
DOI:10.1021/jm401395s

Reference yield:

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

: 1400284-70-9
tert-butyl 6-((2-chloro-4-(dimethylcarbamoyl)phenyl)amino)-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

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 / 0.25 h / 20 °C / Inert atmosphere

2.2: 1.75 h / 20 °C

3.1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 3 h / 50 °C / Inert atmosphere

4.1: triethylamine; dmap / ethyl acetate / 0.42 h / 20 °C

5.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 3 h / 80 °C / Inert atmosphere

With dmap; bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; potassium tert-butylate; potassium carbonate; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm401395s

Reference yield:

: 7598-35-8
2-bromo-4-aminopyridine

: 1400284-70-9
tert-butyl 6-((2-chloro-4-(dimethylcarbamoyl)phenyl)amino)-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: acetic acid; sodium acetate; Iodine monochloride / 3 h / 75 °C

2.1: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 0.25 h / 20 °C / Inert atmosphere

2.2: 1.75 h / 20 °C

3.1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 3 h / 50 °C / Inert atmosphere

4.1: triethylamine; dmap / ethyl acetate / 0.42 h / 20 °C

5.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 3 h / 80 °C / Inert atmosphere

With dmap; bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; potassium tert-butylate; sodium acetate; Iodine monochloride; caesium carbonate; acetic acid; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm401395s