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1-Boc-3-bromo-5-azaindole

Product Name
1-Boc-3-bromo-5-azaindole
CAS No.
192189-16-5
Chemical Name
1-Boc-3-bromo-5-azaindole
Synonyms
3-Bromo-1-Boc-5-azaindole;1-Boc-3-bromo-5-azaindole;tert-butyl 3-bromopyrrolo[3,2-c]pyridine-1-carboxylate;tert-butyl 3-bromo-1H-pyrrolo[3,2-c]pyridine-1-carboxylate;1H-Pyrrolo[3,2-c]pyridine-1-carboxylic acid, 3-bromo-, 1,1-dimethylethyl ester
CBNumber
CB82485425
Molecular Formula
C12H13BrN2O2
Formula Weight
297.15
MOL File
192189-16-5.mol
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1-Boc-3-bromo-5-azaindole Property

storage temp. 
Sealed in dry,Room Temperature
Appearance
White to off-white Solid
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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
T135870
Product name
tert-Butyl3-Bromo-1H-pyrrolo[3,2-C]pyridine-1-carboxylate
Packaging
50mg
Price
$45
Updated
2021/12/16
TRC
Product number
T135870
Product name
tert-Butyl3-Bromo-1H-pyrrolo[3,2-C]pyridine-1-carboxylate
Packaging
100mg
Price
$60
Updated
2021/12/16
TRC
Product number
T135870
Product name
tert-Butyl3-Bromo-1H-pyrrolo[3,2-C]pyridine-1-carboxylate
Packaging
500mg
Price
$130
Updated
2021/12/16
AK Scientific
Product number
4842DN
Product name
Tert-Butyl3-bromo-1H-pyrrolo[3,2-c]pyridine-1-carboxylate
Packaging
100mg
Price
$82
Updated
2021/12/16
SynQuest Laboratories
Product number
4H56-9-3E
Product name
tert-Butyl 3-bromo-1H-pyrrolo[3,2-c]pyridine-1-carboxylate
Purity
97.0%
Packaging
250mg
Price
$238
Updated
2021/12/16
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1-Boc-3-bromo-5-azaindole Chemical Properties,Usage,Production

Synthesis

24424-99-5

23612-36-4

192189-16-5

3.5601 g (18.06 mmol) of 3-bromo-1H-pyrrolo[3,2-c]pyridine and 0.4651 g (3.8 mmol, 21 mol%) of dimethylaminopyridine (DMAP) were dissolved in 80 mL of tetrahydrofuran (THF), and the solution was transferred to a 250 mL three-necked round-bottomed flask. The flask was equipped with a magnetic stirrer, thermocouple, nitrogen inlet and outlet and an ice bath cooling device. At 17 °C, 4.7769 g (21.88 mmol, 1.2 eq.) of di-tert-butyl dicarbonate (Boc2O) was slowly added to the reaction system, and the reaction mixture was continuously stirred until 3-bromo-1H-pyrrolo[3,2-c]pyridine was completely disappeared, and the progress of the reaction was monitored by thin-layer chromatography (TLC) (usually overnight with stirring at room temperature). Upon completion of the reaction, the resulting yellow solution was concentrated on a rotary evaporator and subsequently washed with 100 mL of saturated sodium bicarbonate solution and extracted with dichloromethane (3 x 80 mL). The organic phases were combined, dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated again on a rotary evaporator to give 6.57 g of orange solid crude product. The crude product was purified by a CombiFlash fast chromatography system using hexane/ethyl acetate as eluent, resulting in 5.25 g (97% yield) of 3-bromo-1H-pyrrolo[3,2-c]pyridine-1-carboxylic acid tert-butyl ester as a white solid.

References

[1] Patent: WO2010/33981, 2010, A2. Location in patent: Page/Page column 28
[2] Patent: WO2011/113798, 2011, A2. Location in patent: Page/Page column 35
[3] Patent: US2013/102587, 2013, A1. Location in patent: Paragraph 0183; 0184
[4] Journal of Medicinal Chemistry, 1997, vol. 40, # 15, p. 2430 - 2433

1-Boc-3-bromo-5-azaindole Preparation Products And Raw materials

Raw materials

Preparation Products

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1-Boc-3-bromo-5-azaindole Suppliers

Wuhan TCASChem Technology Co., Ltd.
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192189-16-5, 1-Boc-3-bromo-5-azaindoleRelated Search:


  • tert-butyl 3-bromopyrrolo[3,2-c]pyridine-1-carboxylate
  • 1-Boc-3-bromo-5-azaindole
  • tert-butyl 3-bromo-1H-pyrrolo[3,2-c]pyridine-1-carboxylate
  • 1H-Pyrrolo[3,2-c]pyridine-1-carboxylic acid, 3-bromo-, 1,1-dimethylethyl ester
  • 3-Bromo-1-Boc-5-azaindole
  • 192189-16-5