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

CAS No.
480423-17-4
Chemical Name:
N-Tosyl-4-bromo-2-iodo-7-azaindole
Synonyms
N-Tosyl-4-bromo-2-iodo-7-azaindole;4-bromo-2-iodo-1-tosyl-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
Molecular Weight:
477.11
MDL Number:
MFCD11109388
MOL File:
480423-17-4.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:47

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

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)

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

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Biosynth Carbosynth FB152554 4-Bromo-2-iodo-N-tosyl-7-azaindole 480423-17-4 2mg $59 2021-12-16 Buy
Biosynth Carbosynth FB152554 4-Bromo-2-iodo-N-tosyl-7-azaindole 480423-17-4 5mg $117 2021-12-16 Buy
Biosynth Carbosynth FB152554 4-Bromo-2-iodo-N-tosyl-7-azaindole 480423-17-4 10mg $203 2021-12-16 Buy
Biosynth Carbosynth FB152554 4-Bromo-2-iodo-N-tosyl-7-azaindole 480423-17-4 25mg $405 2021-12-16 Buy
AK Scientific 6664DD 4-Bromo-2-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridine 480423-17-4 25mg $596 2021-12-16 Buy
Product number Packaging Price Buy
FB152554 2mg $59 Buy
FB152554 5mg $117 Buy
FB152554 10mg $203 Buy
FB152554 25mg $405 Buy
6664DD 25mg $596 Buy

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

Synthesis

4-BROMO-1-[(4-METHYLPHENYL)SULFONYL]-1H-PYRROLO[2,3-B]PYRIDINE

348640-07-3

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

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

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

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1H-Pyrrolo[2,3-b]pyridine, 4-broMo-2-iodo-1-[(4-Methylphenyl)sulfonyl]- 4-bromo-2-iodo-1-tosyl-7-azaindole N-Tosyl-4-bromo-2-iodo-7-azaindole 4-Bromo-2-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridine 4-Bromo-2-iodo-N-tosyl-7-azaindole 4-Bromo-2-iodo-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine 4-bromo-2-iodo-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridine 480423-17-4