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635713-68-7

635713-68-7 Structure

635713-68-7 Structure
IdentificationBack Directory
[Name]

2'',3''-DIHYDRO-2''-OXOSPIRO-[PIPERIDINE-4,4''(1H'')-QUINAZOLINE
[CAS]

635713-68-7
[Synonyms]

1'H-Spiro[piperidine-4,4'-quinazolin]-2'(3'H)-one
Spiro[piperidine-4,4'(1'H)-quinazolin]-2'(3'H)-one
spiro[1,3-dihydroquinazoline-4,4'-piperidine]-2-one
1'H-spiro[piperidine-4,4'(1'H)-quinazolin]-2'(3'H)-one
2'',3''-DIHYDRO-2''-OXOSPIRO-[PIPERIDINE-4,4''(1H'')-QUINAZOLINE
[Molecular Formula]

C12H15N3O
[MDL Number]

MFCD11045505
[MOL File]

635713-68-7.mol
[Molecular Weight]

217.27
Chemical PropertiesBack Directory
[Boiling point ]

371.3±42.0 °C(Predicted)
[density ]

1.26±0.1 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[pka]

11.77±0.20(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
Hazard InformationBack Directory
[Synthesis]

Spiro[piperidine-4,4'(1'H)-quinazolin]-2'(3'H)-one, 1-(phenylmethyl)-

635713-67-6

2'',3''-DIHYDRO-2''-OXOSPIRO-[PIPERIDINE-4,4''(1H'')-QUINAZOLINE

635713-68-7

The general procedure for the synthesis of 1'H-spiro[piperidine-4,4'-quinazolin]-2'(3'H)-ones was carried out as follows, using 1-benzyl-1'H-spiro[piperidine-4,4'-quinazolin]-2'(3'H)-ones as starting material: 1-benzyl-1'H-spiro[piperidine-4,4'-quinazolin]-2'(3'H)-ones (1.00 g) were dissolved in degassed methanol (50 ml ), 6N hydrochloric acid (2.0 ml) was added followed by 10% palladium carbon catalyst (150 mg). The reaction mixture was placed in a Parr hydrogenation unit and the reaction was shaken at 60 psi hydrogen pressure overnight. The progress of the reaction was monitored by LC/MS and the reaction was found to be incomplete. The 10% palladium carbon catalyst (200 mg) was added additionally and the reaction was continued with oscillation under the same conditions for 2 days. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated to afford the target product 1'H-spiro[piperidin-4,4'-quinazolin]-2'(3'H)-one (531 mg, 64% yield). Mass spectrometry analysis showed a molecular ion peak of 218.12 (MH+).

[References]

[1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 14, p. 4719 - 4722
[2] Patent: WO2003/104236, 2003, A1. Location in patent: Page 58
[3] Patent: US2005/215576, 2005, A1. Location in patent: Page/Page column 19
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