6-(1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid 4-methoxybenzylamide

Base Information

Chemical Name:6-(1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid 4-methoxybenzylamide
CAS No.:1296200-17-3
Molecular Formula:C₁₉H₁₇N₅O₂
Molecular Weight:347.376
Hs Code.:

Synonyms:6-(1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid 4-methoxybenzylamide

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Chemical Property of 6-(1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid 4-methoxybenzylamide

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Technology Process of 6-(1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid 4-methoxybenzylamide

There total 5 articles about 6-(1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid 4-methoxybenzylamide 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:

: 45644-21-1
6-chloropyridin-2-amine

: 1296200-17-3
6-(1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid 4-methoxybenzylamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine / dichloromethane / 3 h / 20 °C

2.1: tert.-butyl lithium / 2 h / -78 °C

2.2: 16 h

3.1: hydrogenchloride / 1,4-dioxane / 14 h / Reflux

4.1: 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate / N,N-dimethyl-formamide / 110 °C

5.1: triethylamine; HATU / N,N-dimethyl-formamide

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / ethanol; toluene / 145 °C

With 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert.-butyl lithium; palladium diacetate; potassium carbonate; triethylamine; HATU; In 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 6.1: Suzuki coupling;
DOI:10.1016/j.bmcl.2011.09.083

Reference yield:

: 269410-08-4
pyrazole-4-boronic acid pinacol ester

: 1296202-59-9
6-chloro-N-(4-methoxybenzyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxamide

: 1296200-17-3
6-(1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid 4-methoxybenzylamide

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; toluene; at 145 ℃;
DOI:10.1016/j.bmcl.2011.09.083

Reference yield:

: 800402-05-5
N-(6-chloro-3-iodopyridin-2-yl)-tert-butylamide

: 1296200-17-3
6-(1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid 4-methoxybenzylamide

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogenchloride / 1,4-dioxane / 14 h / Reflux

2: 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate / N,N-dimethyl-formamide / 110 °C

3: triethylamine; HATU / N,N-dimethyl-formamide

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / ethanol; toluene / 145 °C

With 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; potassium carbonate; triethylamine; HATU; In 1,4-dioxane; ethanol; N,N-dimethyl-formamide; toluene; 4: Suzuki coupling;
DOI:10.1016/j.bmcl.2011.09.083