| Identification | Back Directory | [Name]
4-chloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine | [CAS]
83942-13-6 | [Synonyms]
4-chloro-5H,6H,7H-cyclopenta[d]pyrimidine
4-Chloro-6,7-dihydro-5H-cyclopentapyrimidine
5H-Cyclopentapyrimidine, 4-chloro-6,7-dihydro-
4-chloro-6,7-dihydro-1H-cyclopenta[d]pyrimidine
4-chloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine
4-chloro-6,7-dihydro-5H-cyclopenta[e]pyrimidine | [Molecular Formula]
C7H7ClN2 | [MDL Number]
MFCD12755922 | [MOL File]
83942-13-6.mol | [Molecular Weight]
154.6 |
| Chemical Properties | Back Directory | [Melting point ]
196-197 °C | [Boiling point ]
271.7±40.0 °C(Predicted) | [density ]
1.322±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C, sealed storage, away from moisture | [form ]
solid | [pka]
1.07±0.20(Predicted) | [color ]
Brown to reddish brown |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 4-chloro-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-one from 1,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one: 11 mL of phosphorochloride was added to 6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ol (1.56 g, 11.4 mmol) made in step C. The mixture was stirred under reflux conditions for 4 hours. After completion of the reaction, the reaction solution was cooled to room temperature. Subsequently, dichloromethane (DCM) was added to the reaction solution and diluted with water. The aqueous layer was extracted with DCM, and after combining the organic layers, it was purified by column chromatography to finally obtain 4-chloro-6,7-dihydro-5H-cyclopentapyrimidine (1.67 g, 95% yield). The product was characterized by 1H-NMR (DMSO-d6): δ 8.78 (1H, s), 3.03 (2H, t), 2.99 (2H, t), 2.10 (2H, m). | [References]
[1] Patent: EP3239143, 2017, A2. Location in patent: Paragraph 0500
[2] Patent: WO2008/6040, 2008, A1. Location in patent: Page/Page column 40; 95 |
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