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

Base Information

• Chemical Name: ethyl 1H-pyrrolo[2,3-b]pyridine-4-carboxylate
• CAS No.: 1261588-72-0
• Molecular Formula: C10H10N2O2
• Molecular Weight: 190.202
• Hs Code.: 2933990090
• Mol file: 1261588-72-0.mol

Synonyms:ethyl 1H-pyrrolo[2,3-b]pyridine-4-carboxylate;1H-Pyrrolo[2,3-b]pyridine-4-carboxylicacid, ethyl ester;Ethyl 7-azaindole-4-carboxylate, 97%

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

Chemical Property:

• Melting Point: 127-129℃
• PSA: 54.98000
• LogP: 1.73960
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 1H-pyrrolo[2,3-b]pyridine-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

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

There total 6 articles about ethyl 1H-pyrrolo[2,3-b]pyridine-4-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%

ethanol (64-17-5) + 1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid (479553-01-0) → ethyl 1H-pyrrolo[2,3-b]pyridine-4-carboxylate (1261588-72-0)

Guidance literature:

ethanol; 1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid; With trichlorophosphate; Reflux;

With potassium carbonate; In water; pH=9;

Reference yield: 70.0%

ethanol (64-17-5) + carbon monoxide (201230-82-2) + 4-bromo-7-azaindole (348640-06-2) → ethyl 1H-pyrrolo[2,3-b]pyridine-4-carboxylate (1261588-72-0)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; bis(benzonitrile)palladium(II) dichloride; triethylamine; at 130 ℃; under 18751.9 Torr; Inert atmosphere;

Reference yield:

4-chloro-7-azaindole (55052-28-3) → ethyl 1H-pyrrolo[2,3-b]pyridine-4-carboxylate (1261588-72-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: zinc / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (diphenylphosphin)ferrocene / ISOPROPYLAMIDE / 2 h / 120 °C / Inert atmosphere

2.1: sodium hydroxide; water / ethanol / 6 h / Reflux

3.1: trichlorophosphate / Reflux

3.2: pH 9

With water; sodium hydroxide; zinc; trichlorophosphate; (diphenylphosphin)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In ethanol; ISOPROPYLAMIDE;

upstream raw materials:

ethanol

1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid

7-Azaindole

4-chloro-7-azaindole

Downstream raw materials:

(1H-pyrrolo[2,3-b]pyridin-4-yl)methanol

1-(2-methoxy-5-chlorophenyl)-3-{1-[1-(t-butyloxycarbonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylmethyl]-2,3-dihydro-1H-indol-4-yl}urea

1-(2-methoxy-5-chlorophenyl)-3-{1-[1-(t-butyloxycarbonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylmethyl]-1H-indol-4-yl}urea

1-[5-chloro-2-(trideuteriomethoxy)phenyl]-3-[1-[dideuterio(1H-pyrrolo[2,3-b]pyridin-4-yl)methyl]indol-4-yl]urea hydrochloride

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