| Identification | More | [Name]
3-Bromo-7-azaindole | [CAS]
74420-15-8 | [Synonyms]
1H-PYRROLO[2,3-B]PYRIDINE, 3-BROMO-
3-BROMO-1H-PYRROLO[2,3-B]PYRIDINE
3-BROMO-7-AZAINDOLE | [Molecular Formula]
C7H5BrN2 | [MDL Number]
MFCD02179276 | [Molecular Weight]
197.03 | [MOL File]
74420-15-8.mol |
| Chemical Properties | Back Directory | [Melting point ]
185-189 °C | [Boiling point ]
345.4±42.0 °C(Predicted) | [density ]
1.79±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Store in freezer, under -20°C | [solubility ]
Dichloromethane, Ethyl Acetate | [form ]
Powder | [pka]
5.89±0.20(Predicted) | [color ]
White to brown | [CAS DataBase Reference]
74420-15-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R22:Harmful if swallowed.
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
UN 2811 | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HazardClass ]
6.1 | [HazardClass ]
IRRITANT | [PackingGroup ]
Ⅲ | [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Chemical Properties]
3-Bromo-7-azaindole is Yellow solid
| [Uses]
Useful starter in 7-azaindole chemistry | [Uses]
3-Bromo-7-azaindole is a reagent used in the preparation of biologically active Azaindoles.
| [Uses]
A reagent used in the preparation of biologically active Azaindoles. | [Synthesis]
General procedure for the synthesis of 3-bromo-1H-pyrrolo[2,3-b]pyridine from 7-azaindole: 100 mmol of 7-azaindole was dissolved in an appropriate amount of organic solvent and transferred to the reactor. Subsequently, 40 mmol of catalyst consisting of nickel(II) acetate mixed with triethanolamine borosilicate in a 3:1 ratio was added. The temperature of the reaction system was adjusted to 100 °C and the stirring speed was maintained at 90 rpm. The reaction was carried out by slowly passing 300 mmol of bromine gas and refluxed for 3 hours. After completion of the reaction, the target product 3-bromo-7-azaindole was obtained in 99.0% yield after purification. | [References]
[1] Patent: CN106349242, 2017, A. Location in patent: Paragraph 0033; 0034; 0035; 0036; 0037; 0038
[2] European Journal of Medicinal Chemistry, 2016, vol. 108, p. 701 - 719
[3] Patent: WO2013/6634, 2013, A2. Location in patent: Paragraph 0379-0382
[4] Patent: WO2013/70606, 2013, A1. Location in patent: Paragraph 00383-00385
[5] Patent: WO2014/74471, 2014, A1. Location in patent: Paragraph 0268-0270 |
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