| Identification | Back Directory | [Name]
5-BROMO-3-IODO-1H-PYRROLO[2,3-B]PYRIDINE | [CAS]
757978-18-0 | [Synonyms]
Zinc04352700
5-Bromo-3-iodo-7-azaindole
5-BROMO-3-IODO-1H-PYRROLO[2,3-B]PYRIDINE
3-Bromo-5-iodo-7H-pyrrolo[2,3-b]pyridine
1H-Pyrrolo[2,3-b]pyridine, 5-broMo-3-iodo-
5-Bromo-3-iodo-1H-pyrrolo(2,3-b)pyridine 97% | [EINECS(EC#)]
626-727-9 | [Molecular Formula]
C7H4BrIN2 | [MDL Number]
MFCD07779519 | [MOL File]
757978-18-0.mol | [Molecular Weight]
322.93 |
| Chemical Properties | Back Directory | [Melting point ]
227.3-227.7°C | [Boiling point ]
324℃ | [density ]
2.52 | [Fp ]
150℃ | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
solid | [pka]
11.42±0.40(Predicted) | [color ]
Off-white to light yellow | [Sensitive ]
Light Sensitive | [InChI]
InChI=1S/C7H4BrIN2/c8-4-1-5-6(9)3-11-7(5)10-2-4/h1-3H,(H,10,11) | [InChIKey]
GIPGJYARDOQGDJ-UHFFFAOYSA-N | [SMILES]
C12NC=C(I)C1=CC(Br)=CN=2 |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
22-37/38-41 | [Safety Statements ]
26-39 | [WGK Germany ]
3 | [HazardClass ]
IRRITANT | [HS Code ]
29339900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Uses]
5-Bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine is a useful intermediate for organic synthesis. | [Synthesis]
General procedure for the synthesis of 5-bromo-3-iodo-7-azaindole from 5-bromo-7-azaindole: Preparation of 5-bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine (Intermediate A) [0442]. 5-Bromo-1H-pyrrolo[2,3-b]pyridine (10 g, 50.76 mmol) was dissolved in 500 mL of acetone with stirring, followed by the addition of N-iodosuccinimide. The reaction mixture was stirred at room temperature for 20 min. Upon completion of the reaction, the product was pulverized, the white solid was collected by filtration and washed with 100 mL of acetone. The resulting solid was dried under vacuum to afford 5-bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine (16.34 g, 100% yield) as a light yellow powder.1H NMR (DMSO-d6, 300 MHz) δ 8.51 (d, J = 2.1 Hz, 1H), 8.22 (s, 1H), 8.02 (d, J = 1.2 Hz, 1H), 8.00 (d, J = 5.1 Hz, 2H), 7.44 (dd, J = 8.7 Hz, 0.6 Hz, 2H), 2.35 (s, 3H); MS ESI (m/z): 322/324 [M + H]+, calculated value 322. | [References]
[1] Patent: WO2011/149950, 2011, A2. Location in patent: Page/Page column 162
[2] Journal of Medicinal Chemistry, 2013, vol. 56, # 23, p. 9569 - 9585
[3] Patent: WO2014/85795, 2014, A1. Location in patent: Paragraph 0400
[4] Patent: US2015/307492, 2015, A1. Location in patent: Paragraph 0120-0125
[5] Patent: WO2016/26078, 2016, A1. Location in patent: Paragraph 076 |
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