1-BOC-5-chloroindole-3-boronic acid, pinacol ester

Product Name: 1-BOC-5-chloroindole-3-boronic acid, pinacol ester
CAS No.: 1218790-30-7
Chemical Name: 1-BOC-5-chloroindole-3-boronic acid, pinacol ester
Synonyms: 1-BOC-5-chloroindole-3-boronic acid, pinacol ester;tert-butyl 5-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indole-1-carboxylate;tert-Butyl 5-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate;1H-Indole-1-carboxylicacid,5-chloro-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-,1,1-diMethylethylester
CBNumber: CB72522165
Molecular Formula: C19H25BClNO4
Formula Weight: 377.67
MOL File: 1218790-30-7.mol

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1-BOC-5-chloroindole-3-boronic acid, pinacol ester Property

Boiling point:: 479.5±48.0 °C(Predicted)
Density: 1.16±0.1 g/cm3(Predicted)
storage temp.: Sealed in dry,Store in freezer, under -20°C
Appearance: White to off-white Solid

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Safety

HS Code: 2933998090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: B201418
Product name: 1-BOC-5-chloroindole-3-boronicacid,pinacolester
Packaging: 500mg
Price: $420
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: BOR0007398
Product name: TERT-BUTYL-5-CHLORO-3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-INDOLE-1-CARBOXYLATE
Purity: 95.00%
Packaging: 1G
Price: $555.45
Updated: 2021/12/16

Matrix Scientific

Product number: 091517
Product name: tert-Butyl 5-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate
Purity: 95+%
Packaging: 1g
Price: $639
Updated: 2021/12/16

AK Scientific

Product number: Z8534
Product name: 1-BOC-5-chloroindole-3-boronicacidpinacolester
Packaging: 100mg
Price: $149
Updated: 2021/12/16

Matrix Scientific

Product number: 091517
Product name: tert-Butyl 5-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate
Purity: 95+%
Packaging: 250mg
Price: $322
Updated: 2021/12/16

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1-BOC-5-chloroindole-3-boronic acid, pinacol ester Chemical Properties,Usage,Production

Synthesis

1048039-49-1

25015-63-8

1218790-30-7

GENERAL STEPS: Pd(dppf)Cl2 (29 mg, 0.04 mmol, 3 mol%) and tert-butyl 5-chloro-3-iodo-1H-indole-1-carboxylate (500 mg, 1.32 mmol) were added to a dry screw-capped reaction flask equipped with a septum under argon protection. Subsequently, anhydrous toluene (6.5 mL) was added and the mixture was degassed with argon for 5 minutes. Under argon atmosphere, dry triethylamine (0.7 mL) and 4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.3 mL, 2 mmol) were added sequentially. The reaction mixture was placed in an oil bath preheated to 80 °C and stirred for 3 h. The reaction progress was monitored by TLC. After completion of the reaction, the mixture was cooled to room temperature and filtered through diatomaceous earth. The filtrate was concentrated under reduced pressure and the residue was purified by fast column chromatography (eluent: hexane/ethyl acetate = 10/1) to afford the target product 1-Boc-5-chloroindole-3-boronic acid pinacol ester (418 mg, 84% yield). The product characterization data were consistent with those reported in the literature.1H NMR (500 MHz, CDCl3) δ 8.08 (d, J=8.8 Hz, 1H), 8.00 (s, 1H), 7.95 (d, J=2.1 Hz, 1H), 7.26 (dd, J=8.8,2.1 Hz, 1H), 1.65 (s, 9H), 1.38 (s, 12H).

References

[1] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 5, p. 1622 - 1629
[2] European Journal of Organic Chemistry, 2011, # 24, p. 4532 - 4535
[3] European Journal of Organic Chemistry, 2013, # 21, p. 4564 - 4569

1-BOC-5-chloroindole-3-boronic acid, pinacol ester Preparation Products And Raw materials

Raw materials

Preparation Products

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1-BOC-5-chloroindole-3-boronic acid, pinacol ester Suppliers

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1218790-30-7, 1-BOC-5-chloroindole-3-boronic acid, pinacol esterRelated Search:

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1-BOC-5-chloroindole-3-boronic acid, pinacol ester

tert-Butyl 5-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate

1H-Indole-1-carboxylicacid,5-chloro-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-,1,1-diMethylethylester

tert-butyl 5-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indole-1-carboxylate

1218790-30-7

C19H27BClNO5