4-BROMO-1-[(4-METHYLPHENYL)SULFONYL]-1H-PYRROLO[2,3-B]PYRIDINE
- Product Name
- 4-BROMO-1-[(4-METHYLPHENYL)SULFONYL]-1H-PYRROLO[2,3-B]PYRIDINE
- CAS No.
- 348640-07-3
- Chemical Name
- 4-BROMO-1-[(4-METHYLPHENYL)SULFONYL]-1H-PYRROLO[2,3-B]PYRIDINE
- Synonyms
- 4-Bormo-1-tosyl-7-azaindole;N-Tosyl-4-bromo-7-azaindole;4-BroMo-1-tosyl-7-azaindole;4-Bromo-1-tosyl-7-azaindo...;4-Bormo-1(N)-tosyl-7-azaindole;4-Bromo-1(n)-tosyl-7-azaindole;4-Bromo-1(n)-tosyl-7-azaindole 96%;4-Bromo-1-tosyl-1H-pyrrolo[2,3-b]pyridine;4-bromo-1-tosyl-1H-pyrrolo[2,4-b]pyridine;4-Bromo-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridine
- CBNumber
- CB41500255
- Molecular Formula
- C14H11BrN2O2S
- Formula Weight
- 351.22
- MOL File
- 348640-07-3.mol
4-BROMO-1-[(4-METHYLPHENYL)SULFONYL]-1H-PYRROLO[2,3-B]PYRIDINE Property
- Boiling point:
- 514.9±60.0 °C(Predicted)
- Density
- 1.59±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- 2.14±0.30(Predicted)
- Appearance
- Off-white to yellow Solid
Safety
- RIDADR
- UN2811
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- warning
- Hazard statements
-
H303May be harmfulif swallowed
H313May be harmful in contact with skin
H333May be harmful if inhaled
- Precautionary statements
-
P304+P312IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
N-Bromosuccinimide Price
- Product number
- 8H69-9-10
- Product name
- 4-Bromo-1-[(4-methylbenzene)sulfonyl]pyrrolo[2,3-b]pyridine
- Packaging
- 1g
- Price
- $180
- Updated
- 2021/12/16
- Product number
- FB144066
- Product name
- 4-Bromo-1-tosyl-1H-pyrrolo[2,3-b]pyridine
- Packaging
- 1g
- Price
- $189
- Updated
- 2021/12/16
- Product number
- FB144066
- Product name
- 4-Bromo-1-tosyl-1H-pyrrolo[2,3-b]pyridine
- Packaging
- 250mg
- Price
- $62.5
- Updated
- 2021/12/16
- Product number
- FB144066
- Product name
- 4-Bromo-1-tosyl-1H-pyrrolo[2,3-b]pyridine
- Packaging
- 500mg
- Price
- $110
- Updated
- 2021/12/16
- Product number
- W5651
- Product name
- 4-Bromo-1-tosyl-1H-pyrrolo[2,3-b]pyridine
- Packaging
- 250mg
- Price
- $118
- Updated
- 2021/12/16
4-BROMO-1-[(4-METHYLPHENYL)SULFONYL]-1H-PYRROLO[2,3-B]PYRIDINE Chemical Properties,Usage,Production
Synthesis
98-59-9
348640-06-2
348640-07-3
4-Bromo-7-azaindole (3 g, 15.22 mmol) was used as starting material and dissolved in tetrahydrofuran (THF, 50 mL) under nitrogen protection in a round bottom flask. The reaction mixture was cooled to 0 °C and sodium hydride (60% dispersed in mineral oil, 0.67 g, 16.75 mmol) was added in batches, and the outgassing phenomenon was observed during the addition. After the addition, the reaction mixture was stirred at room temperature for 30 min. Subsequently, p-toluenesulfonyl chloride (2.14 mL, 16.75 mmol) was slowly added to the reaction system. The reaction mixture was gradually warmed up to room temperature and stirring was continued for 2 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the residue was dissolved with dichloromethane (DCM, 30 mL). The organic phase was washed with 2 M sodium carbonate solution (2 x 30 mL), dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated to give an orange colored oil. Purification was carried out by fast column chromatography with the eluent ethyl acetate:cyclohexane (1:9, v/v) to afford the target compound 4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-B]pyridine as an off-white solid in 92% yield. The product was analyzed by LCMS (Method 5, retention time 5.36 min, molecular ion peak m/z 337 [M + H]+) and 1H NMR (500 MHz, CDCl3) to confirm the structure: δ 8.22 (d, 1H), 8.18 (d, 2H), 7.78 (d, 1H), 7.58 (t, 1H), 7.48 (t, 2H), 7.35 (d , 1H), 6.63 (d, 1H).
References
[1] Tetrahedron Letters, 2016, vol. 57, # 42, p. 4718 - 4722
[2] Patent: US2015/274720, 2015, A1. Location in patent: Paragraph 0202
[3] Patent: US2011/306613, 2011, A1. Location in patent: Page/Page column 23
[4] Patent: WO2008/145688, 2008, A2. Location in patent: Page/Page column 42; 89
[5] Patent: WO2007/76320, 2007, A2. Location in patent: Page/Page column 34-35
4-BROMO-1-[(4-METHYLPHENYL)SULFONYL]-1H-PYRROLO[2,3-B]PYRIDINE Preparation Products And Raw materials
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