1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid
- Product Name
- 1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid
- CAS No.
- 189089-90-5
- Chemical Name
- 1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid
- Synonyms
- 1-(phenylsulfonyl)-7-azaindole-2-carboxylic acid;1-(Phenylsulphonyl)-7-azaindole-2-carboxylic acid;1-(benzenesulfonyl)pyrrolo[2,3-b]pyridine-2-carboxylic acid;1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid;1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid;1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, 1-(phenylsulfonyl)-
- CBNumber
- CB32485420
- Molecular Formula
- C14H10N2O4S
- Formula Weight
- 302.31
- MOL File
- 189089-90-5.mol
1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid Property
- Boiling point:
- 587.1±53.0 °C(Predicted)
- Density
- 1.49±0.1 g/cm3(Predicted)
- storage temp.
- Store at 0-8 °C
- pka
- 3.25±0.30(Predicted)
- Appearance
- off-white solid
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.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
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.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- B190078
- Product name
- 1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylicAcid
- Packaging
- 100mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- FB153958
- Product name
- 1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid
- Packaging
- 2g
- Price
- $169
- Updated
- 2021/12/16
- Product number
- FB153958
- Product name
- 1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid
- Packaging
- 5G
- Price
- $338
- Updated
- 2021/12/16
- Product number
- W4075
- Product name
- 1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylicacid
- Packaging
- 5g
- Price
- $385
- Updated
- 2021/12/16
- Product number
- FB153958
- Product name
- 1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid
- Packaging
- 1g
- Price
- $97
- Updated
- 2021/12/16
1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid Chemical Properties,Usage,Production
Synthesis
124-38-9
143141-23-5
189089-90-5
4.2.23 Synthesis of 1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid (17): in a dry and nitrogen purged three-necked round bottom flask, 7-azaindole-1-benzenesulfonamide (5) (1.05 g, 4.07 mmol) was dissolved in anhydrous THF (15 mL) and cooled to -35 °C. Subsequently, lithium diisopropylammonium (5.1 mL, 10.16 mmol, 2M in THF) was slowly added. The reaction mixture was further cooled to -55 °C and dry ice (solid CO2) was slowly added. With stirring, the mixture was gradually warmed to room temperature and reacted overnight. Upon completion of the reaction, the reaction was quenched with water and extracted with ethyl acetate (EtOAc). The aqueous phase was acidified to pH=1 with 6N hydrochloric acid solution and extracted again with EtOAc. The organic phases were combined, washed with saturated sodium chloride solution, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to afford 1.09 g of the target product 1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid (17) as a beige solid in 88% yield. The structure of the product was confirmed by 1H NMR and 13C NMR.1H NMR (300 MHz, DMSO-d6) δ (ppm): 13.87 (br, 1H), 8.51 (dd, J = 1.6, 4.7 Hz, 1H), 8.26 (d, J = 7.0 Hz, 2H), 8.13 (dd, J = 1.6, 7.9 Hz, 1H), 7.77 (dd, J = 7.2 Hz, 1H), 7.72-7.65 (m, 2H), 7.39 (dd, J = 4.7, 7.9 Hz, 1H), 7.28 (s, 1H).13C NMR (75 MHz, DMSO-d6) δ (ppm): 164.4, 149.5, 147.3, 138.5, 135.1, 133.3, 132.3, 132.1, 133.3, 133.3, 132.1 133.3, 132.1, 129.8 (2C), 128.3 (2C), 121.1, 120.7, 112.5.
References
[1] European Journal of Medicinal Chemistry, 2016, vol. 108, p. 701 - 719
[2] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 3, p. 1019 - 1022
[3] Tetrahedron, 1997, vol. 53, # 10, p. 3637 - 3648
1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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