| Identification | Back Directory | [Name]
3-BROMO-4-CHLORO-1H-PYRAZOLO[3,4-D]PYRIMIDINE | [CAS]
90914-41-3 | [Synonyms]
3-broMo-4-chloropyrazolo<3,4-d>pyriMidine
3-bromo-4-chloro-2H-pyrazolo[3,4-d]pyrimidine
3-BROMO-4-CHLORO-1H-PYRAZOLO[3,4-D]PYRIMIDINE
1H-Pyrazolo[3,4-d]pyriMidine, 3-broMo-4-chloro-
3-BROMO-4-CHLORO-1H-PYRAZOLO[3,4-D]PYRIMIDINE ISO 9001：2015 REACH | [Molecular Formula]
C5H2BrClN4 | [MDL Number]
MFCD08276165 | [MOL File]
90914-41-3.mol | [Molecular Weight]
233.45 |
| Chemical Properties | Back Directory | [Boiling point ]
270.3±50.0 °C(Predicted) | [density ]
2.41±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C | [pka]
8.36±0.20(Predicted) | [Appearance]
Light yellow to yellow Solid | [InChI]
InChI=1S/C5H2BrClN4/c6-3-2-4(7)8-1-9-5(2)11-10-3/h1H,(H,8,9,10,11) | [InChIKey]
MDFHFCAMBZNSLV-UHFFFAOYSA-N | [SMILES]
C1=NC(Cl)=C2C(Br)=NNC2=N1 |
| Hazard Information | Back Directory | [Synthesis]
4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (1.1 g, 7.1 mmol) was used as starting material and suspended in CHCl3 (50 mL). N-bromosuccinimide (NBS, 1.49 g, 8.4 mmol) was added to the suspension under stirring. The reaction mixture was stirred at room temperature for 5 h and subsequently cooled to 0°C. The resulting solid product was separated by vacuum filtration and washed with cold CHCl3. The solid product was dried over air and further purified by silica gel column chromatography (eluent: 50% EtOAc/hexanes) to afford finally 3-bromo-4-chloro-1H-pyrazolo[3,4-d]pyrimidine (1.3 g, 77% yield). | [References]
[1] Organic Letters, 2003, vol. 5, # 20, p. 3587 - 3590
[2] Patent: WO2005/51304, 2005, A2. Location in patent: Page/Page column 115-116
[3] Patent: WO2005/51304, 2005, A2. Location in patent: Page/Page column 115-116
[4] MedChemComm, 2018, vol. 9, # 8, p. 1340 - 1350
[5] Patent: WO2016/187723, 2016, A1. Location in patent: Page/Page column 51 |
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