ethyl 5-methoxy-1H-pyrrolo[3,2-b]pyridine-2-carboxylate

Base Information

• Chemical Name: ethyl 5-methoxy-1H-pyrrolo[3,2-b]pyridine-2-carboxylate
• CAS No.: 17322-90-6
• Molecular Formula: C11H12N2O3
• Molecular Weight: 220.22
• Mol file: 17322-90-6.mol

Synonyms:

Chemical Property of ethyl 5-methoxy-1H-pyrrolo[3,2-b]pyridine-2-carboxylate

Chemical Property:

• Boiling Point: 369.0±37.0 °C(Predicted)
• PKA: 12.38±0.40(Predicted)
• Density: 1.269
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

Ethyl5-methoxy-1H-pyrrolo[3,2-b]pyridine-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl 5-methoxy-1H-pyrrolo[3,2-b]pyridine-2-carboxylate

There total 6 articles about ethyl 5-methoxy-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: 90.0%

2-oxo-propionic acid ethyl ester (617-35-6) + 2-methoxy-5-(2-methylhydrazinyl)pyridinium bistetrafluoroborate → ethyl 5-methoxy-1H-pyrrolo[3,2-b]pyridine-2-carboxylate (17322-90-6)

Guidance literature:

In ethanol; at 50 ℃; for 15h; Inert atmosphere;

DOI:10.1021/acs.joc.1c00203

Reference yield:

3-(6-methoxy-3-nitro-pyridin-2-yl)-2-oxo-propionic acid ethyl ester (17288-28-7) → ethyl 5-methoxy-1H-pyrrolo[3,2-b]pyridine-2-carboxylate (17322-90-6)

Guidance literature:

With iron; ammonium chloride; In tetrahydrofuran; ethanol; water; for 1h; Heating / reflux;

Reference yield:

6-methoxy-3-nitro-2-picoline (5467-69-6) → ethyl 5-methoxy-1H-pyrrolo[3,2-b]pyridine-2-carboxylate (17322-90-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium ethoxide / diethyl ether; ethanol / 0.5 h

1.2: 20 h / 20 °C

2.1: iron; ammonium chloride / tetrahydrofuran; ethanol; water / 1 h / Heating / reflux

With potassium ethoxide; iron; ammonium chloride; In tetrahydrofuran; diethyl ether; ethanol; water;

upstream raw materials:

3-(6-methoxy-3-nitro-pyridin-2-yl)-2-oxo-propionic acid ethyl ester

6-methoxy-3-nitro-2-picoline

2-oxo-propionic acid ethyl ester

2-methoxy-5-bromopyridine

Downstream raw materials:

5-methoxy-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid

Refernces

• 1、 -. "PYRROLOPYRIDINE-2-CARBOXYLIC ACID AMIDE INHIBITORS OF GLYCOGEN PHOSHORYLASE". Page 44. . Retrieved 2008/06/13.