ChemicalBook > CAS DataBase List > 1H-Pyrrolo[2,3-b]pyridine, 1-[(4-methylphenyl)sulfonyl]-

1H-Pyrrolo[2,3-b]pyridine, 1-[(4-methylphenyl)sulfonyl]-

Product Name
1H-Pyrrolo[2,3-b]pyridine, 1-[(4-methylphenyl)sulfonyl]-
CAS No.
348640-02-8
Chemical Name
1H-Pyrrolo[2,3-b]pyridine, 1-[(4-methylphenyl)sulfonyl]-
Synonyms
N-Tosyl-7-azaindole;1-(4-methylphenyl)sulfonylpyrrolo[2,3-b]pyridine;1-[(4-methylphenyl)sulphonyl]-1H-pyrrolo[2,3-b]pyridine;1H-Pyrrolo[2,3-b]pyridine, 1-[(4-methylphenyl)sulfonyl]-
CBNumber
CB61871764
Molecular Formula
C14H12N2O2S
Formula Weight
272.32
MOL File
348640-02-8.mol
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1H-Pyrrolo[2,3-b]pyridine, 1-[(4-methylphenyl)sulfonyl]- Property

Melting point:
132-133℃
storage temp. 
Sealed in dry,Room Temperature
Appearance
White to off-white Solid
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Matrix Scientific
Product number
020020
Product name
1-(Toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine
Purity
98+%
Packaging
250mg
Price
$44
Updated
2021/12/16
Matrix Scientific
Product number
020020
Product name
1-(Toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine
Purity
98+%
Packaging
500mg
Price
$73
Updated
2021/12/16
AK Scientific
Product number
4254AB
Product name
1-Tosyl-1H-pyrrolo[2,3-b]pyridine
Packaging
250mg
Price
$88
Updated
2021/12/16
AK Scientific
Product number
4254AB
Product name
1-Tosyl-1H-pyrrolo[2,3-b]pyridine
Packaging
1g
Price
$109
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0082943
Product name
1-(TOLUENE-4-SULFONYL)-1H-PYRROLO[2,3-B]PYRIDINE
Purity
95.00%
Packaging
250MG
Price
$858.17
Updated
2021/12/16
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1H-Pyrrolo[2,3-b]pyridine, 1-[(4-methylphenyl)sulfonyl]- Chemical Properties,Usage,Production

Synthesis

271-63-6

98-59-9

348640-02-8

1. To a stirred solution of 7-azaindole (6.0 g, 50.0 mmol, 1.0 eq.) in THF (20 mL) at 0 °C was slowly added NaH (60% dispersion, 2.2 g, 66.0 mmol, 1.3 eq.). 2. The reaction mixture was gradually warmed to room temperature and stirred continuously for 30 minutes. 3. After the reaction mixture was cooled to 0 °C again, p-toluenesulfonyl chloride (TsCl, 11.6 g, 60.0 mmol, 1.2 eq.) was added. 4. The reaction mixture was stirred at room temperature overnight. 5. Upon completion of the reaction, the reaction was quenched with water and extracted with ethyl acetate (EtOAc). 6. The organic layers were combined, washed with saturated brine, dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure to remove the solvent. 7. Purification of the crude product by column chromatography (eluent: hexane/ethyl acetate gradient) afforded 1-(4-methylbenzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine (Intermediate 1a) as a white solid (12.8 g, 93% yield, 100% UPLC purity).

References

[1] Patent: US2018/179199, 2018, A1. Location in patent: Paragraph 0445-0446
[2] Angewandte Chemie - International Edition, 2016, vol. 55, # 39, p. 11859 - 11862
[3] Angew. Chem., 2016, vol. 128, p. 12038 - 12041,4
[4] Chemistry Letters, 2011, vol. 40, # 6, p. 555 - 557
[5] Patent: US2009/318455, 2009, A1. Location in patent: Page/Page column 98-99

1H-Pyrrolo[2,3-b]pyridine, 1-[(4-methylphenyl)sulfonyl]- Preparation Products And Raw materials

Raw materials

Preparation Products

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