| Identification | Back Directory | [Name]
3-METHYL-7-AZAINDOLE | [CAS]
5654-93-3 | [Synonyms]
7-Azaskatole
3-METHYL-7-AZAINDOLE
3-METHYL-7-AZAINDOLE(LR)
3-Methylpyrrolo[2,3-b]pyridine
3-methyl-1H-pyrrolo[2,3-b]pyridine
1H-Pyrrolo[2,3-b]pyridine, 3-methyl-
3-Methyl-1H-pyrrolo[2,3-b]pyridine 98% | [Molecular Formula]
C8H8N2 | [MDL Number]
MFCD08272239 | [MOL File]
5654-93-3.mol | [Molecular Weight]
132.16 |
| Chemical Properties | Back Directory | [Melting point ]
130.5-133 °C | [Boiling point ]
352.8±15.0 °C(Predicted) | [density ]
1.17±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
8.01±0.20(Predicted) | [Appearance]
Off-white to yellow Solid |
| Hazard Information | Back Directory | [Uses]
An azaindole derivative as CRTH2 receptor antagonist. | [Synthesis]
（Synthesis of (a) 3-methyl-1H-pyrrolo[2,3-b]pyridine: The intermediate was prepared by the method described by Jensen et al. (Angew. Chem. Int. Ed. 2008, 47, 888-890). Toluene (5 mL), 2,3-dichloropyridine (300 mg, 2.03 mmol), tris(dibenzylideneacetone)dipalladium (Pd2dba3, 2 mg, 0.0025 mmol), 1,1'-bis(diphenylphosphino)ferrocene (dppf, 6 mg, 0.01 mmol), sodium tert-butoxide (NaOtBu, 487 mg , 5.07 mmol) and allylamine (0.15 mL, 2.03 mmol). The reaction tube was sealed and heated at 140 °C for 20 h, followed by stirring for 24 h at room temperature. The reaction mixture was washed sequentially with water and brine, dried over anhydrous sodium sulfate (Na2SO4) and adsorbed on silica gel. Initial purification was carried out using a gradient elution of dichloromethane-hexane (0 to 60%) followed by ethyl acetate-hexane (80%) to give an orange solid product (100 mg, 37% yield). | [References]
[1] Angewandte Chemie - International Edition, 2008, vol. 47, # 5, p. 888 - 890
[2] Patent: WO2010/132615, 2010, A1. Location in patent: Page/Page column 111
[3] Patent: WO2013/114332, 2013, A1. Location in patent: Page/Page column 92; 93
[4] Patent: US2014/371204, 2014, A1. Location in patent: Paragraph 0718 |
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