| Identification | Back Directory | [Name]
2,4-DICHLORO-5-FLUORO-7H-PYRROLO[2,3-D]PYRIMIDINE | [CAS]
1053228-29-7 | [Synonyms]
2,6-dichloro-7-fluoro-7-deaza-9H-purine
2,4-DICHLORO-5-FLUORO-7H-PYRROLO[2,3-D]PYRIMIDINE
7H-Pyrrolo[2,3-d]pyriMidine, 2,4-dichloro-5-fluoro- | [Molecular Formula]
C6H2Cl2FN3 | [MDL Number]
MFCD16249867 | [MOL File]
1053228-29-7.mol | [Molecular Weight]
206 |
| Chemical Properties | Back Directory | [Melting point ]
234 °C(Solv: dichloromethane (75-09-2)) | [density ]
1.769±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [pka]
8.82±0.50(Predicted) | [Appearance]
White to off-white Solid |
| Hazard Information | Back Directory | [Synthesis]
2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine (200 mg, 1.06 mmol) was used as starting material and dissolved in acetonitrile (5.0 mL). Subsequently, 1-chloromethyl-4-fluoro-1,4-diazabicyclo[2.2.2]octanebis(tetrafluoroborate) (561.6 mg, 1.6 mmol) and acetic acid (1 mL) were added sequentially to this solution. The reaction mixture was heated at 80 °C and stirred continuously for 24 hours. Upon completion of the reaction, the organic layer was separated, dried with anhydrous magnesium sulfate, filtered to remove the desiccant, and the filtrate was subsequently concentrated under reduced pressure. The residue was purified by column chromatography to afford the target compound 2,4-dichloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine (170.0 mg, 80.1% yield). The product was confirmed by NMR hydrogen spectroscopy (500 MHz, CD3OD) with a chemical shift δ of 7.36 (s, 1H). | [References]
[1] Patent: WO2018/4306, 2018, A1. Location in patent: Page/Page column 91
[2] Patent: WO2017/87905, 2017, A1. Location in patent: Page/Page column 177
[3] Patent: WO2009/131687, 2009, A2. Location in patent: Page/Page column 129
[4] Patent: US2010/204221, 2010, A1. Location in patent: Page/Page column 18
[5] Patent: WO2012/151561, 2012, A1. Location in patent: Page/Page column 58 |
|
|