| Identification | Back Directory | [Name]
6-benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4(3H)-one | [CAS]
109229-22-3 | [Synonyms]
6-benzyl-5
3-d]pyriMidin-4(3H)-one
6-benzyl-3H,4H,5H,6H,7H,8H-pyrido[4,3-d]pyriMidin-4-one
6-Benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4(3H)
6-benzyl-1H,4H,5H,6H,7H,8H-pyrido[4,3-d]pyrimidin-4-one
Benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyriMidin-4(3H)-one
6-Benzyl-5,6,7,8-tetrahydro-1H-pyrido[4,3-d]pyriMidin-4-one
6-benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4(3H)-one
6-Benzyl-5,6,7,8-tetrahydro-3H-pyrido[4,3-d]pyrimidin-4-one
6-(phenylmethyl)-1,5,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-one
Pyrido[4,3-d]pyrimidin-4(3H)-one, 5,6,7,8-tetrahydro-6-(phenylmethyl)- | [Molecular Formula]
C14H15N3O | [MDL Number]
MFCD09835497 | [MOL File]
109229-22-3.mol | [Molecular Weight]
241.29 |
| Chemical Properties | Back Directory | [Melting point ]
165-166.5 °C(Solv: acetone (67-64-1)) | [Boiling point ]
406.5±55.0 °C(Predicted) | [density ]
1.27±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [pka]
6.65±0.20(Predicted) | [Appearance]
Light yellow to yellow Solid |
| Questions And Answer | Back Directory | [Uses]
6-Benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4(3H)-one is used in the discovery/optimization of quinazolinones as new P2X3 receptor antagonists. |
| Hazard Information | Back Directory | [Synthesis]
1. in a 350 mL sealed reactor, ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride (50.0 g, 0.168 mol), formamidine acetate (16.2 g, 0.201 mol), a methanolic solution of 4.37 M sodium methanolate (190 mL), and methanol (200 mL) were mixed. 2. the reaction mixture was heated to 85 °C and maintained for 16 hours. 3. Upon completion of the reaction, the mixture was cooled and concentrated under reduced pressure.4. The concentrated residue was dissolved in 1 N NaOH solution (150 mL), which was subsequently poured into ice water.5. The pH of the mixture was adjusted to 7 by slow addition of glacial acetic acid, and a tan solid precipitated.6. The solid was collected by filtration, and washed sequentially with water and cold ethyl ether.7. It was dried under high vacuum to afford 6-benzyl-5,6,7,8-tetrahydropyridine and [4,3-d]pyrimidin-4(3H)-one as a brown solid (26.2 g, 61.4% yield). 8. Mass spectrometry showed [M + H]+ = 242.2. 9. 1H NMR (DMSO-d6) δ: 2.29 (t, J = 5.8 Hz, 2H), 2.61 (t, J = 5.8 Hz, 2H), 3.26 (s, 2H), 3.64 (s, 2H), 3.65 (s, 2H), 3.66 (s, 2H), 3.67 (s, 2H), 3.67 (s, 2H). 3.64 (s, 2H), 7.21-7.36 (m, 6H), 7.96 (s, 1H). | [References]
[1] Patent: US2006/258689, 2006, A1. Location in patent: Page/Page column 22; 23; 27; 28
[2] Patent: US2008/275037, 2008, A1. Location in patent: Page/Page column 22
[3] Patent: WO2008/123963, 2008, A1. Location in patent: Page/Page column 44
[4] Patent: WO2011/103715, 2011, A1. Location in patent: Page/Page column 38
[5] Patent: WO2011/106276, 2011, A1. Location in patent: Page/Page column 38 |
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