| Identification | Back Directory | [Name]
7H-CYCLOPENTA[B]PYRIDIN-7-ONE, 5,6-DIHYDRO- | [CAS]
31170-78-2 | [Synonyms]
7H-Cyclopenta[b]pyridin-5-one
5,6-Dihydro-[1]pyrindin-7-one
5H-Cyclopenta[b]pyridin-7(6H)
7H-cyclopenta[b]pyridin-7-one
5H-cyclopenta[b]pyridin-7(6H)-one
5H,6H,7H-cyclopenta[b]pyridin-7-one
5,6-Dihydro-7H-cyclopenta[b]pyridin-7-one
7H-cyclopenta[b]pyridin-5-one,6,7-dihydro-
7H-CYCLOPENTA[B]PYRIDIN-7-ONE, 5,6-DIHYDRO-
7H-CYCLOPENTA[B]PYRIDIN-7-ONE, 5,6-DIHYDRO- ISO 9001：2015 REACH | [Molecular Formula]
C8H7NO | [MDL Number]
MFCD07778341 | [MOL File]
31170-78-2.mol | [Molecular Weight]
133.15 |
| Chemical Properties | Back Directory | [Melting point ]
118-120 °C | [Boiling point ]
130-150 °C(Press: 0.1 Torr) | [density ]
1.230±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Store in freezer, under -20°C | [pka]
3.50±0.20(Predicted) | [Appearance]
Gray to dark gray Solid |
| Hazard Information | Back Directory | [Uses]
5,6-Dihydro-7H-cyclopenta[b]pyridin-7-one, is an intermediate for the synthesis of pharmaceutical and biological compounds. It can be used for synthesis of new propargylated 1-pyrindane derivatives as Rasagiline (R126000) analogues, used as an antiparkinsonian agent. | [Synthesis]
General procedure for the synthesis of 5,6-dihydro-7H-cyclopenta[b]pyridin-7-one from the compound (CAS: 74701-35-2): 5-benzylidene-6,7-dihydro-5H-[1]pyrazine (12.18 g, 58.8 mmol) was dissolved in 200 mL of mixed solvent of MeOH:CH2Cl2 (1:1), and the ozonolysis reaction was performed at 7 psi and 1.5 amperes for the ozonolysis reaction. Upon completion of the reaction, the reaction mixture was quenched with thiourea, filtered and concentrated. The product was purified by column chromatography using hexane:EtOAc (4:1) as eluent to afford 5.96 g (76% yield) of 5,6-dihydro-7H-cyclopenta[b]pyridin-7-one. The structure of the product was confirmed by 1H NMR (300 MHz, CDCl3): δ 2.75-2.82 (m, 2H), 3.15-3.22 (m, 2H), 7.47 (q, J = 4.40, 3.52 Hz, 1H), 7.91 (d, J = 8.79 Hz, 1H), 8.79 (d, J = 5.28 Hz, 1H). | [References]
[1] Patent: US2008/255239, 2008, A1. Location in patent: Page/Page column 32
[2] Journal of Organic Chemistry, 1984, vol. 49, # 12, p. 2208 - 2212
[3] Journal of Medicinal Chemistry, 2008, vol. 51, # 3, p. 392 - 395 |
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