2-Ethoxycarbonylindole-5-boronic acid pinacol ester

Product Name: 2-Ethoxycarbonylindole-5-boronic acid pinacol ester
CAS No.: 736990-02-6
Chemical Name: 2-Ethoxycarbonylindole-5-boronic acid pinacol ester
Synonyms: ethyl 5-(4,4,5,5-tetraMethyl;2-Ethoxycarbonylindole-5-boronic acid pinacol ester;ethyl 5-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-2-carboxylate;Ethyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-2-carboxylate;5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)indole-2-carboxylic acid ethyl ester;5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole-2-carboxylic acid ethyl ester;1H-Indole-2-carboxylic acid, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, ethyl ester;5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)indole-2-carboxylic acid ethyl ester 95%
CBNumber: CB32574595
Molecular Formula: C17H22BNO4
Formula Weight: 315.17
MOL File: 736990-02-6.mol

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2-Ethoxycarbonylindole-5-boronic acid pinacol ester Property

Boiling point:: 468.8±25.0 °C(Predicted)
Density: 1.16
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
pka: 15.02±0.30(Predicted)
Appearance: Off-white to light yellow Solid

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC

Product number: B434005
Product name: ethyl5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-2-carboxylate
Packaging: 50mg
Price: $180
Updated: 2021/12/16

Matrix Scientific

Product number: 096606
Product name: Ethyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-2-carboxylate
Purity: 95+%
Packaging: 250mg
Price: $189
Updated: 2021/12/16

AK Scientific

Product number: 1444AC
Product name: Ethyl5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-2-carboxylate
Packaging: 250mg
Price: $224
Updated: 2021/12/16

Matrix Scientific

Product number: 096606
Product name: Ethyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-2-carboxylate
Purity: 95+%
Packaging: 1g
Price: $420
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: BOR0007202
Product name: ETHYL-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-INDOLE-2-CARBOXYLATE
Purity: 95.00%
Packaging: 1G
Price: $599.55
Updated: 2021/12/16

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2-Ethoxycarbonylindole-5-boronic acid pinacol ester Chemical Properties,Usage,Production

Synthesis

16732-70-0

73183-34-3

736990-02-6

A dioxane solution (30 mL) of Pd(dba)2 (275 mg, 0.30 mmol) and tricyclohexylphosphine (504 mg, 1.80 mmol) was added to a stirring mixture of ethyl 5-bromoindole-2-carboxylate (6.0 g, 22.4 mmol) under argon protection. KOAc (3.3 g, 33.6 mmol), bis(pinacolato)diboron (6.3 g, 24.6 mmol), and additional dioxane (20 mL) were subsequently added. The reaction mixture was stirred at 80 °C for 3 h, after which it was cooled to room temperature and filtered through diatomaceous earth. The solids were washed with EtOAc, the filtrates were combined and concentrated and finally purified by column chromatography to afford the target product 2-ethoxycarbonylindole-5-boronic acid pinacol ester (6.8 g, 97% yield).

References

[1] Patent: WO2006/77367, 2006, A1. Location in patent: Page/Page column 101
[2] Patent: WO2005/123674, 2005, A1. Location in patent: Page/Page column 58
[3] Journal of the American Chemical Society, 2017, vol. 139, # 24, p. 8267 - 8276
[4] Patent: WO2005/123673, 2005, A1. Location in patent: Page/Page column 50
[5] Patent: WO2004/76412, 2004, A2. Location in patent: Page 101-102

2-Ethoxycarbonylindole-5-boronic acid pinacol ester Preparation Products And Raw materials

Raw materials

Preparation Products

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736990-02-6