1-(Benzenesulfonyl)-3-bromo-1H-pyrrolo[2,3-b]pyridine
- Product Name
- 1-(Benzenesulfonyl)-3-bromo-1H-pyrrolo[2,3-b]pyridine
- CAS No.
- 880769-95-9
- Chemical Name
- 1-(Benzenesulfonyl)-3-bromo-1H-pyrrolo[2,3-b]pyridine
- Synonyms
- 3-Bromo-1-(phenylsulfonyl);3-Bromo-1-phenylsulfonyl-7-azaindole;3-Bromo-1-phenylsulfonyl-7-azaindole,95%;3-BroMo-1-phenylsulfonyl-7-azaindole, 95%;1-(Benzenesulfonyl)-3-bromo-pyrrolo[2,3-b]pyridine;3-Bromo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine;1-(Benzenesulfonyl)-3-bromo-1H-pyrrolo[2,3-b]pyridine;1H-Pyrrolo[2,3-b]pyridine, 3-bromo-1-(phenylsulfonyl)-;1-Phenylsulfonyl-3-broMo-1H-pyrrolo[2,3-b]pyridine, 95%
- CBNumber
- CB21518568
- Molecular Formula
- C13H9BrN2O2S
- Formula Weight
- 337.19
- MOL File
- 880769-95-9.mol
1-(Benzenesulfonyl)-3-bromo-1H-pyrrolo[2,3-b]pyridine Property
- Melting point:
- 140-145 °C
- Boiling point:
- 511.4±53.0 °C(Predicted)
- Density
- 1?+-.0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- 0.12±0.30(Predicted)
Safety
- Hazard Codes
- Xn
- Risk Statements
- 22-36/37/38
- Safety Statements
- 26
- WGK Germany
- 3
- HS Code
- 2933399990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- B698678
- Product name
- 3-Bromo-1-(phenylsulfonyl)-1h-pyrrolo[2,3-b]pyridine
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
- Product number
- FB140441
- Product name
- 3-Bromo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine
- Packaging
- 1g
- Price
- $74
- Updated
- 2021/12/16
- Product number
- FB140441
- Product name
- 3-Bromo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine
- Packaging
- 2g
- Price
- $129
- Updated
- 2021/12/16
- Product number
- FB140441
- Product name
- 3-Bromo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine
- Packaging
- 5G
- Price
- $257
- Updated
- 2021/12/16
- Product number
- FB140441
- Product name
- 3-Bromo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine
- Packaging
- 10g
- Price
- $446.3
- Updated
- 2021/12/16
1-(Benzenesulfonyl)-3-bromo-1H-pyrrolo[2,3-b]pyridine Chemical Properties,Usage,Production
Synthesis
74420-15-8
98-09-9
880769-95-9
Under nitrogen protection, 3-bromo-1H-pyrrolo[2,3-b]pyridine (175 mg, 0.89 mmol), tetrabutylammonium bromide (10 mg, 0.03 mmol), finely ground sodium hydroxide (107 mg, 2.67 mmol), and dichloromethane (5 mL) were added to a dry round-bottomed flask, and mixed by stirring. The reaction mixture was cooled to 0 °C in an ice bath, followed by slow dropwise addition of benzenesulfonyl chloride (0.142 mL, 1.11 mmol). After the dropwise addition, the reaction mixture was gradually warmed up to room temperature and stirred continuously at this temperature for 1 hour. Upon completion of the reaction, the reaction was quenched by the addition of water (6 mL) and extracted twice with dichloromethane. The organic layers were combined, washed sequentially with water and saturated sodium chloride solution and dried over anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure to give an orange solid crude product. The crude product was ground in pentane, filtered, washed with pentane and dried to give 294 mg of the target compound 3-bromo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine in 98% yield. The product was characterized by 1H NMR (300 MHz, CDCl3) with the following chemical shift δ (ppm): 8.48 (dd, J = 1.5, 4.8 Hz, 1H), 8.24-8.17 (m, 2H), 7.82 (dd, J = 1.5, 8.0 Hz, 1H), 7.79 (s, 1H), 7.60 (dd, J = 7.5 Hz. 1H), 7.54-7.46 (m, 2H), 7.27 (dd, J = 4.8, 8.0 Hz, 1H).
References
[1] European Journal of Medicinal Chemistry, 2016, vol. 108, p. 701 - 719
[2] Patent: US2006/100218, 2006, A1. Location in patent: Page/Page column 52
[3] Patent: US2011/15173, 2011, A1. Location in patent: Page/Page column 30
[4] Patent: US2011/257187, 2011, A1. Location in patent: Page/Page column 21-22
[5] Patent: US2011/257189, 2011, A1. Location in patent: Page/Page column 35
1-(Benzenesulfonyl)-3-bromo-1H-pyrrolo[2,3-b]pyridine Preparation Products And Raw materials
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