| Identification | More | [Name]
3-(2-Chloroethyl)-6,7,8,9-tetrahydro-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one | [CAS]
63234-80-0 | [Synonyms]
3-(2-CHLOROETHYL)-2-METHYL-6,7,8,9-TETRAHYDRO-4H-PYRIDO[1,2-A]PYRIMIDIN-4-ONE
3-(2-CHLORO-ETHYL)-2-METHYL-6,7,8,9-TETRAHYDRO-PYRIDO[1,2-A]PYRIMIDIN-4-ONE
3-(2-CHLOROETHYL)-6,7,8,9-TETRAHYDRO-2-METHYL-4H-PYRIDINO[1,2-A]PYRIMIDINE-4-ONE
3-(2-CHLOROETHYL)-6,7,8,9-TETRAHYDRO-2-METHYL-4H-PYRIDO(1,2A)PYRIMIDINE-4-ONE
3-(2-CHLOROETHYL)-6,7,8,9-TETRAHYDRO-2-METHYL-4H-PYRLDO[1,2-A]PYRIMDIN-4-ONE
3-2(2-chloroethyl)-6,7,8,9-tetrahydro-2-methyl-4H-pyrido[1,2-alpha]pyrimnidin-4-one
3-(2-Chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]-pyrididine-4-one (intermediate of Risperidone)
3-2(2-CHLOROETHYL)-6,7,8,9-TETRAHYDRO-2-METHYL-4H-PYRIDO[1,2-A]PYRIMDIN-4-ONE
8-(CHLOROETHYL)-9-METHYL-6,10-DIAZABICYCLO[4.4.0]DECA-8,10-DIEN-7-ONE
3-(2-CHLOROETHYL)-2-METHYL-6,7,8,9-TETRAHYDRO-4H-PYRIDO[1,2-ALPHA]PYRIMIDIN-4-ONE
3-(2-Chloroethyl)-6,7,8,9-tetrahydro-2-methyl-4H-pyrido[1,2
-a]pyrimidin-4-one
3-(2-Chloroethyl)-2-Methyl-6,7,8,9-tetrahydro-4H-pyrimidine-4-one
3-(2-CHLOROETHYL)-2-METHYL-6,7,8,9-TETRAHYDRO-4H-PYRIDO[1, 2-A]-PYRIMIDIN-4-ONE ( RISPERIDONE INTERMEDIATE ).
3-(2-CHLOROETHYL)-6,7,8,9-TETRAHYDRO-2-METHYL-4H-PYRIDO[1,2-A]-PYRIMIDIN-4-ONE(RISPERIDONEINTERMEDIATE)
3-(2-CHLOROETHYL)-2-METHYL-6,7,8,9-TETRAHYDRO-4H-PYRIDO[1,2-A]-PYRIDIDINE-4-ONE
3-(2-Chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-α]pyrimidin-4-one
3-(2-Chloro-ethyl)-2-methyl-6,7,8,9-tetrahydro- | [EINECS(EC#)]
613-192-1 | [Molecular Formula]
C11H15ClN2O | [MDL Number]
MFCD06200813 | [Molecular Weight]
226.7 | [MOL File]
63234-80-0.mol |
| Chemical Properties | Back Directory | [Appearance]
White Solid | [Melting point ]
68.5-69.5 °C | [Boiling point ]
337 °C | [density ]
1.30 | [Fp ]
157 °C | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
3.58±0.70(Predicted) | [color ]
White to Off-White | [Usage]
An intermediate in the synthesis of Risperidone | [InChI]
InChI=1S/C11H15ClN2O/c1-8-9(5-6-12)11(15)14-7-3-2-4-10(14)13-8/h2-7H2,1H3 | [InChIKey]
CMWCQQUYLPYOMY-UHFFFAOYSA-N | [SMILES]
C12CCCCN1C(=O)C(CCCl)=C(C)N=2 | [CAS DataBase Reference]
63234-80-0(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
An intermediate in the synthesis of Risperidone | [Synthesis]
The general procedure for the synthesis of 3-(2-chloroethyl)-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one from 3-(2-chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one is as follows: 28 g of 3-(2-chloroethyl)-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one obtained in step A) was dissolved in 90 mL 6N hydrochloric acid. -a]pyrimidin-4-one was dissolved in 90 mL of 6N hydrochloric acid, followed by the addition of 2.8 g of 10% palladium carbon catalyst to the solution. The reaction mixture was subjected to 35 psi hydrogen pressure and hydrogenated at room temperature with stirring for 8 hours. Upon completion of the reaction, the mixture was filtered through diatomaceous earth (Cellite) to remove the catalyst. The filtrate was concentrated under reduced pressure to give a residue. To the residue was added 200 mL of isopropanol and the mixture was stirred. The precipitated solid was collected by filtration and dried to give 25.1 g of the target product 3-(2-chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one as white crystals in 90% yield. | [References]
[1] Patent: WO2004/35573, 2004, A1. Location in patent: Page 9
[2] Journal of the American Chemical Society, 2017, vol. 139, # 24, p. 8267 - 8276
[3] Letters in Drug Design and Discovery, 2011, vol. 8, # 10, p. 988 - 995
[4] Medicinal Chemistry, 2013, vol. 9, # 2, p. 240 - 248 |
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