| Identification | Back Directory | [Name]
1H-Pyrazolo[3,4-b]pyridine,3-methyl-(9CI) | [CAS]
116834-96-9 | [Synonyms]
3-methyl-1H-pyrazolo[3,4-b]pyridine
3-METHYL-2H-PYRAZOLO[3,4-B]PYRIDINE
1H-Pyrazolo[3,4-b]pyridine,3-Methyl-
3-Methyl-1H-pyrazolo[3,4-b]pyridine ,97%
3-methyl-1H-pyrazolo[3,4-b]pyridine (en)
1H-Pyrazolo[3,4-b]pyridine,3-methyl-(9CI)
1H-Pyrazolo[3,4-b]pyridine,3-methyl-(9CI) ISO 9001：2015 REACH | [Molecular Formula]
C7H7N3 | [MDL Number]
MFCD09607943 | [MOL File]
116834-96-9.mol | [Molecular Weight]
133.15 |
| Chemical Properties | Back Directory | [Melting point ]
158-160° | [Boiling point ]
255.7±23.0 °C(Predicted) | [density ]
1.31±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
6.52±0.20(Predicted) | [Appearance]
Light yellow to yellow Solid | [CAS DataBase Reference]
116834-96-9 |
| Hazard Information | Back Directory | [Chemical Properties]
White solid | [Synthesis]
Step 3: Synthesis of 3-methyl-1H-pyrazolo[3,4-b]pyridine
1-(2-chloropyridin-3-yl)ethanone (22 g, 0.1415 mol) was dissolved with 98% hydrazine hydrate (113 g, 2.21 mol) in ethanol (300 mL) and reacted at reflux for 12 hours. Upon completion of the reaction, about 80% of the ethanol was removed by distillation under reduced pressure using a rotary evaporator. The residue was cooled to room temperature and the precipitated solid was collected by filtration and washed with cold water. The resulting product was dried to constant weight at 90 °C to give 3-methyl-1H-pyrazolo[3,4-b]pyridine (16 g, 85% yield) with a melting point of 152-154 °C.
1H NMR (CDCl3) δ: 8.62 (dd, J = 4.5, 1.4 Hz, 1H), 8.08 (dd, J = 8.0, 1.4 Hz, 1H), 7.15 (dd, J = 8.0, 4.5 Hz, 1H), 2.64 (s, 3H).
MS (FAB) m/z: 133 (M++1). | [References]
[1] European Journal of Medicinal Chemistry, 2012, vol. 57, p. 311 - 322
[2] Patent: US2006/47126, 2006, A1. Location in patent: Page/Page column 30
[3] Patent: WO2011/5759, 2011, A2. Location in patent: Page/Page column 77-78
[4] Canadian Journal of Chemistry, 1988, vol. 66, # 3, p. 420-428
[5] Patent: WO2011/84486, 2011, A1. Location in patent: Page/Page column 106; 111 |
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