tert-butyl 2-(1-(tert-butoxycarbonyl)-1H-pyrazol-4-yl)-6-(2-chloro-4-methoxyphenylamino)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

Base Information

Chemical Name:tert-butyl 2-(1-(tert-butoxycarbonyl)-1H-pyrazol-4-yl)-6-(2-chloro-4-methoxyphenylamino)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate
CAS No.:1400286-93-2
Molecular Formula:C₂₇H₃₀ClN₅O₅
Molecular Weight:540.019
Hs Code.:

Synonyms:tert-butyl 2-(1-(tert-butoxycarbonyl)-1H-pyrazol-4-yl)-6-(2-chloro-4-methoxyphenylamino)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

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

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

There total 11 articles about tert-butyl 2-(1-(tert-butoxycarbonyl)-1H-pyrazol-4-yl)-6-(2-chloro-4-methoxyphenylamino)-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: 72.0%

: 1400286-62-5
tert-butyl 6-bromo-2-(1-(tert-butoxycarbonyl)-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

: 29242-84-0
2-chloro-4-methoxyaniline

: 1400286-93-2
tert-butyl 2-(1-(tert-butoxycarbonyl)-1H-pyrazol-4-yl)-6-(2-chloro-4-methoxyphenylamino)-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 2.5h; Inert atmosphere;
DOI:10.1021/jm401395s

Reference yield: 72.0%

: 1400286-93-2
tert-butyl 2-(1-(tert-butoxycarbonyl)-1H-pyrazol-4-yl)-6-(2-chloro-4-methoxyphenylamino)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

Guidance literature:

Reference yield:

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

: 1400286-93-2
tert-butyl 2-(1-(tert-butoxycarbonyl)-1H-pyrazol-4-yl)-6-(2-chloro-4-methoxyphenylamino)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

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

2.1: triethylamine / dichloromethane / 1.7 h / 20 °C / Cooling with ice

3.1: sodium hydroxide / tetrahydrofuran; water / 3 h / 20 °C

4.1: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 1.17 h / 60 °C / Inert atmosphere

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran; methanol / 2 h / 40 °C

5.2: 3 h / 20 °C

6.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 2.5 h / 80 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; sodium acetate; Iodine monochloride; caesium carbonate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm401395s