| Identification | Back Directory | [Name]
3-iodo-1H-pyrrolo[3,2-b]pyridine | [CAS]
1083181-26-3 | [Synonyms]
3-Iodo-4-azaindole 3-iodo-1H-pyrrolo[3,2-b]pyridine 1H-Pyrrolo[3,2-b]pyridine, 3-iodo- | [Molecular Formula]
C7H5IN2 | [MDL Number]
MFCD11559019 | [MOL File]
1083181-26-3.mol | [Molecular Weight]
244.03 |
| Chemical Properties | Back Directory | [Boiling point ]
360.7±22.0 °C(Predicted) | [density ]
2.082 | [storage temp. ]
2-8°C(protect from light) | [pka]
13.16±0.40(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C7H5IN2/c8-5-4-10-6-2-1-3-9-7(5)6/h1-4,10H | [InChIKey]
ZLVQSDNBINQPHB-UHFFFAOYSA-N | [SMILES]
C12C(I)=CNC1=CC=CN=2 |
| Hazard Information | Back Directory | [Synthesis]
1H-pyrrolo[3,2-b]pyridine (1.94 g, 16.4 mmol) was used as starting material and dissolved in tetrahydrofuran (THF, 10 mL). Subsequently, N-iodosuccinimide (NIS, 4.06 g, 18.1 mmol) was added to this solution. The reaction mixture was stirred at room temperature overnight, during which precipitation was observed to be generated. Upon completion of the reaction, the precipitate was collected by filtration and washed sequentially with a small amount of THF and heptane. The resulting white solid was dried under vacuum to afford the target product 3-iodo-1H-pyrrolo[3,2-b]pyridine (4.1 g, quantitative yield). The structure of the product was confirmed by 1H NMR (DMSO-d6, 300 MHz) δ 8.40 (s, 1H), 7.90-7.70 (m, 2H), 7.15 (d, 1H) and LC-MS (retention time 0.41 min; m/z 245 [M+1]+). | [References]
[1] Patent: WO2011/78984, 2011, A1. Location in patent: Page/Page column 72 [2] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 24, p. 6935 - 6938 [3] Patent: WO2018/11628, 2018, A1. Location in patent: Paragraph 00203 [4] Organic and Biomolecular Chemistry, 2011, vol. 9, # 14, p. 5129 - 5136 [5] Patent: US2015/94328, 2015, A1. Location in patent: Paragraph 0349; 0350-0352 |
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