ChemicalBook > CAS DataBase List > N-Tosyl-4-bromo-2-iodo-7-azaindole

N-Tosyl-4-bromo-2-iodo-7-azaindole

Product Name: N-Tosyl-4-bromo-2-iodo-7-azaindole
CAS No.: 480423-17-4
Chemical Name: N-Tosyl-4-bromo-2-iodo-7-azaindole
Synonyms: 4-bromo-2-iodo-1-tosyl-7-azaindole;N-Tosyl-4-bromo-2-iodo-7-azaindole;4-Bromo-2-iodo-N-tosyl-7-azaindole;4-Bromo-2-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridine;4-bromo-2-iodo-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridine;4-Bromo-2-iodo-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine;1H-Pyrrolo[2,3-b]pyridine, 4-broMo-2-iodo-1-[(4-Methylphenyl)sulfonyl]-
CBNumber: CB12471359
Molecular Formula: C14H10BrIN2O2S
Formula Weight: 477.11
MOL File: 480423-17-4.mol

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N-Tosyl-4-bromo-2-iodo-7-azaindole Property

Boiling point:: 574.6±60.0 °C(Predicted)
Density: 2.00±0.1 g/cm3(Predicted)
storage temp.: 2-8°C(protect from light)
pka: 1.48±0.30(Predicted)

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Biosynth Carbosynth

Product number: FB152554
Product name: 4-Bromo-2-iodo-N-tosyl-7-azaindole
Packaging: 2mg
Price: $59
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB152554
Product name: 4-Bromo-2-iodo-N-tosyl-7-azaindole
Packaging: 5mg
Price: $117
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB152554
Product name: 4-Bromo-2-iodo-N-tosyl-7-azaindole
Packaging: 10mg
Price: $203
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB152554
Product name: 4-Bromo-2-iodo-N-tosyl-7-azaindole
Packaging: 25mg
Price: $405
Updated: 2021/12/16

AK Scientific

Product number: 6664DD
Product name: 4-Bromo-2-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridine
Packaging: 25mg
Price: $596
Updated: 2021/12/16

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N-Tosyl-4-bromo-2-iodo-7-azaindole Chemical Properties,Usage,Production

Synthesis

348640-07-3

480423-17-4

A hexane solution of n-butyllithium (1.6 M, 41.1 mL, 65.8 mmol) was added dropwise over 5 min to a solution of diisopropylamine (10.5 mL, 74.7 mmol) in 2-methyltetrahydrofuran (100 mL) under nitrogen protection, keeping the temperature at -78 °C. After stirring for 60 min, the resulting solution was transferred via cannula to a solution of 4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridine (21 g, 60 mmol) in 2-methyltetrahydrofuran (700 mL). Stirring was continued at -78 °C for 90 min. Subsequently, solid iodine (21.3 g, 83.7 mmol) was added all at once and stirred at -78 °C for 60 min, after which it was slowly warmed to -10 °C. The reaction mixture was quenched with saturated aqueous ammonium chloride solution (1 L) and the organic layer was washed sequentially with saturated aqueous sodium bisulfite solution (750 mL) and saturated aqueous sodium chloride solution (50 mL). The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by fast silica gel chromatography using a 20% tert-butyl methyl ether solution in heptane as eluent. The product grades were collected and concentrated to dryness to afford 4-bromo-2-iodo-N-tosyl-7-azaindole (27 g, 93%) as an off-white solid.1H NMR (400 MHz, DMSO-d6, 30 °C): δ 2.35 (s, 3H), 7.16 (s, 1H), 7.41-7.49 (m, 2H), 7.55 (d, J = 5.2 Hz, 1H), 7.95 (d, J = 8.4 Hz, 2H), 8.19 (d, J = 5.2 Hz, 1H). m/z: ES+ [M + H]+ 477.

References

[1] Tetrahedron Letters, 2016, vol. 57, # 42, p. 4718 - 4722
[2] Patent: WO2008/34860, 2008, A1. Location in patent: Page/Page column 94
[3] Patent: WO2008/145688, 2008, A2. Location in patent: Page/Page column 42; 90
[4] Patent: WO2014/139328, 2014, A1. Location in patent: Page/Page column 455
[5] Patent: US2014/275153, 2014, A1. Location in patent: Paragraph 0617

N-Tosyl-4-bromo-2-iodo-7-azaindole Preparation Products And Raw materials

Raw materials

Preparation Products

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480423-17-4, N-Tosyl-4-bromo-2-iodo-7-azaindoleRelated Search:

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480423-17-4