ethyl 3-(4-nitrophenyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylate

Base Information

• Chemical Name: ethyl 3-(4-nitrophenyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylate
• CAS No.: 889658-86-0
• Molecular Formula: C₁₆H₁₃N₃O₄
• Molecular Weight: 311.297
• Mol file: 889658-86-0.mol

Synonyms:ethyl 3-(4-nitrophenyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylate

Chemical Property of ethyl 3-(4-nitrophenyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3-(4-nitrophenyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylate

There total 4 articles about ethyl 3-(4-nitrophenyl)-1H-pyrrolo[3,2-b]pyridine-2-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:

ethyl 3-bromo-1H-pyrrolo[3,2-b]pyridine-2-carboxylate (889658-85-9) + 4-nitrophenylboronic acid (24067-17-2) → ethyl 3-(4-nitrophenyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylate (889658-86-0)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; for 20h; Heating / reflux;

Reference yield:

2-methyl-3-nitropyridine (18699-87-1) → ethyl 3-(4-nitrophenyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylate (889658-86-0)

Guidance literature:

Multi-step reaction with 4 steps

1: ethanol / 15 h

2: hydrogen / palladium 10% on activated carbon / ethanol / 3 h / 20 °C / 1500.15 Torr

3: pyridine; pyridinium hydrobromide perbromide / 0.25 h / 50 °C

4: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 20 h / Heating / reflux

With pyridine; pyridinium hydrobromide perbromide; hydrogen; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In 1,4-dioxane; ethanol; 4: Suzuki Coupling;

Reference yield:

3-(3-nitro-pyridin-2-yl)-2-oxo-propionic acid ethyl ester (17288-30-1) → ethyl 3-(4-nitrophenyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylate (889658-86-0)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen / palladium 10% on activated carbon / ethanol / 3 h / 20 °C / 1500.15 Torr

2: pyridine; pyridinium hydrobromide perbromide / 0.25 h / 50 °C

3: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 20 h / Heating / reflux

With pyridine; pyridinium hydrobromide perbromide; hydrogen; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In 1,4-dioxane; ethanol; 3: Suzuki Coupling;

upstream raw materials:

ethyl 3-bromo-1H-pyrrolo[3,2-b]pyridine-2-carboxylate

4-nitrophenylboronic acid

2-methyl-3-nitropyridine

3-(3-nitro-pyridin-2-yl)-2-oxo-propionic acid ethyl ester

Downstream raw materials:

3-(4-nitrophenyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxamide

3-(4-aminophenyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxamide