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| | 1H-Pyrazolo[4,3-d]pyriMidine, 5-chloro- Basic information |
| | 1H-Pyrazolo[4,3-d]pyriMidine, 5-chloro- Chemical Properties |
| density | 1.653±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | pka | 6.68±0.50(Predicted) | | form | solid | | color | Yellow | | InChI | InChI=1S/C5H3ClN4/c6-5-7-1-4-3(9-5)2-8-10-4/h1-2H,(H,8,10) | | InChIKey | MRTKTXTWOUDUTL-UHFFFAOYSA-N | | SMILES | C1(Cl)=NC=C2NN=CC2=N1 |
| | 1H-Pyrazolo[4,3-d]pyriMidine, 5-chloro- Usage And Synthesis |
| Uses | 5-Chloro-1H-pyrazolo[4,3-D]pyrimidine is used in preparation of pyrimidine derivatives and related heterocycles as DNA-dependent protein kinase inhibitors for treatment of diseases. | | Synthesis | General procedure for the synthesis of 5-chloro-1H-pyrazolo[4,3-d]pyrimidin-1-yl from 1-(5-chloro-1H-pyrazolo[4,3-d]pyrimidin-1-yl)ethanone: To a stirred solution of 1-(5-chloro-1H-pyrazolo[4,3-d]pyrimidin-1-yl)ethanone (1.5 g, 7.65 mmol) in tetrahydrofuran (THF, 15 mL), was added an 8% hydrochloric acid aqueous solution (14.46 mL). The reaction mixture was refluxed at 50 °C for 30 min. After completion of the reaction, it was cooled to 25 °C and extracted with ethyl acetate (EtOAc, 2 × 50 mL). The organic layers were combined, dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to afford 5-chloro-1H-pyrazolo[4,3-d]pyrimidine as an off-white solid (1.1 g, 93% yield). Mass spectrum (ESI): m/z = 153.0 [M-H]-. | | References | [1] Patent: WO2017/137334, 2017, A1. Location in patent: Page/Page column 123; 124
[2] Patent: CN105906621, 2016, A. Location in patent: Paragraph 0035
[3] Patent: US2012/202785, 2012, A1. Location in patent: Page/Page column 263 |
| | 1H-Pyrazolo[4,3-d]pyriMidine, 5-chloro- Preparation Products And Raw materials |
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