1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, ethyl ester

Base Information

• Chemical Name: 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, ethyl ester
• CAS No.: 945865-21-4
• Molecular Formula: C16H21BN2O4
• Molecular Weight: 316.165
• Hs Code.: 2934999090
• Mol file: 945865-21-4.mol

Synonyms:1H-PYRROLO[2,3-B]PYRIDINE-2-CARBOXYLIC ACID, 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-, ETHYL ESTER;2-Ethoxycarbonyl-7-azaindole-4-boronic acid pinacol ester

Chemical Property of 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, ethyl ester

Chemical Property:

• PSA: 73.44000
• LogP: 2.03880

Purity/Quality:

99%, ^*data from raw suppliers

Ethyl4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, ethyl ester

There total 1 articles about 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, ethyl ester 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: 68.0%

4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid ethyl ester (942920-55-0) + bis(pinacol)diborane (73183-34-3) → ethyl 4-(4,4,5,5-tetramethyl-1,3,2-diozaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylate (945865-21-4)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In N,N-dimethyl-formamide; at 90 ℃; for 48h;

DOI:10.1016/j.bmcl.2008.07.019

Reference yield: 17.0%

ethyl 4-(4,4,5,5-tetramethyl-1,3,2-diozaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylate (945865-21-4) + 3-(4-Bromo-1-ethyl-1H-pyrazol-3-yl)aniline (945865-14-5) → ethyl 4-[3-(3-aminophenyl)-1-ethyl-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine-2-carboxylate (945865-23-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; water; at 120 ℃; for 1h; Microwave irradiation;

DOI:10.1016/j.bmcl.2008.07.019

Reference yield:

5-bromo-N-[2-(dimethylamino)-1-phenylethyl]-2-thiophenecarboxamide (943322-03-0) + ethyl 4-(4,4,5,5-tetramethyl-1,3,2-diozaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylate (945865-21-4) → ethyl 4-[5-({[2-(dimethylamino)-1-phenylethyl]amino}carbonyl)-2-thienyl]-1H-pyrrolo[2,3-b]pyridine-2-carboxylate

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; at 120 ℃; for 1h;

upstream raw materials:

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

bis(pinacol)diborane

Downstream raw materials:

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

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