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| CAS No.: | 260273-82-3 |
|---|---|
| Name: | 3-(2-Chloroethyl)-2-methyl-9-hydroxy-4H-pyrido[1,2-a]pyrimidin-4-one (Paliperidone) |
| Article Data: | 8 |
| Molecular Structure: | |
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| Formula: | C11H11 Cl N2 O2 |
| Molecular Weight: | 238.674 |
| Synonyms: | 3-(2-Chloroethyl)-2-methyl-9-hydroxy-4H-pyrido[1,2-a]pyrimidin-4-one;9-Hydroxy-3-(2-chloroethyl)-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one |
| Density: | 1.39±0.1 g/cm3(Predicted) |
| Boiling Point: | 413.1±55.0 °C(Predicted) |
| PSA: | 54.60000 |
| LogP: | 1.48980 |
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- 68439-39-4Poly(oxy-1,2-ethanediyl), alpha-(2-ethylhexyl)-omega-hydroxy-,
- 852475-26-4MC1568
- 517-23-7
3-acetyl-2-oxo-4,5-dihydrofuran
- 24016-03-3
2-amino-3-benzyloxypyridine
- 260273-82-3
3-(2-chloroethyl)-2-methyl-9-hydroxy-4H-pyrido[1,2-a]pyrimidin-4-one
| Conditions | Yield |
|---|---|
| With ammonium hydroxide; trichlorophosphate In water; toluene | |
| Stage #1: 2-amino-3-benzyloxypyridine With trichlorophosphate In toluene at 25 - 30℃; Stage #2: 3-acetyl-2-oxo-4,5-dihydrofuran In toluene at 50 - 95℃; Stage #3: With sodium hydroxide In dichloromethane; water pH=4.7 - 5.0; | |
| Stage #1: 2-amino-3-benzyloxypyridine With trichlorophosphate In toluene Stage #2: 3-acetyl-2-oxo-4,5-dihydrofuran In toluene at 90 - 95℃; for 7h; Stage #3: With water In toluene at 90 - 95℃; for 1h; Product distribution / selectivity; |
- 16867-03-1
2-amino-3-hydroxypyridine
- 517-23-7
3-acetyl-2-oxo-4,5-dihydrofuran
- 260273-82-3
3-(2-chloroethyl)-2-methyl-9-hydroxy-4H-pyrido[1,2-a]pyrimidin-4-one
| Conditions | Yield |
|---|---|
| With trichlorophosphate In water; toluene | |
| Stage #1: 2-amino-3-hydroxypyridine; 3-acetyl-2-oxo-4,5-dihydrofuran With trichlorophosphate at 60 - 65℃; for 10h; Stage #2: With ammonia In water pH=5.5; |
- 147687-17-0
9-(benzyloxy)-3-(2-chloroethyl)-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one
A
- 130049-82-0
3-(2-chloroethyl)-9-hydroxy-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one
B
- 260273-82-3
3-(2-chloroethyl)-2-methyl-9-hydroxy-4H-pyrido[1,2-a]pyrimidin-4-one
| Conditions | Yield |
|---|---|
| With hydrogenchloride; hydrogen; 1% Pd/C In methanol; water at 25 - 30℃; under 735.572 - 1471.14 Torr; for 1h; Product distribution / selectivity; Autoclave; | A 28.8 %Chromat. B 62 %Chromat. |
- 517-23-7
3-acetyl-2-oxo-4,5-dihydrofuran
- 260273-82-3
3-(2-chloroethyl)-2-methyl-9-hydroxy-4H-pyrido[1,2-a]pyrimidin-4-one
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / xylene / 20.5 h / 25 - 142 °C 2: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 21 h / 38 - 43 °C View Scheme | |
| Multi-step reaction with 3 steps 1: toluene-4-sulfonic acid / xylene / 20.5 h / 25 - 142 °C 2: hydrogenchloride / isopropyl alcohol; methanol / 1 h / 60 - 65 °C / pH 1 - 3 3: ethylenediaminetetraacetic acid / water View Scheme |
- 181525-38-2
9-hydroxy-3-hydroxyethyl-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one
- 260273-82-3
3-(2-chloroethyl)-2-methyl-9-hydroxy-4H-pyrido[1,2-a]pyrimidin-4-one
| Conditions | Yield |
|---|---|
| Stage #1: 9-hydroxy-3-hydroxyethyl-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one With thionyl chloride In dichloromethane; N,N-dimethyl-formamide at 38 - 43℃; for 21h; Stage #2: With ammonia In water | |
| Multi-step reaction with 2 steps 1: hydrogenchloride / isopropyl alcohol; methanol / 1 h / 60 - 65 °C / pH 1 - 3 2: ethylenediaminetetraacetic acid / water View Scheme |
- 16867-03-1
2-amino-3-hydroxypyridine
- 260273-82-3
3-(2-chloroethyl)-2-methyl-9-hydroxy-4H-pyrido[1,2-a]pyrimidin-4-one
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / xylene / 20.5 h / 25 - 142 °C 2: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 21 h / 38 - 43 °C View Scheme | |
| Multi-step reaction with 3 steps 1: toluene-4-sulfonic acid / xylene / 20.5 h / 25 - 142 °C 2: hydrogenchloride / isopropyl alcohol; methanol / 1 h / 60 - 65 °C / pH 1 - 3 3: ethylenediaminetetraacetic acid / water View Scheme |
- 849727-62-4
3-(2-chloroethyl)-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one monohydrochloride
- 260273-82-3
3-(2-chloroethyl)-2-methyl-9-hydroxy-4H-pyrido[1,2-a]pyrimidin-4-one
| Conditions | Yield |
|---|---|
| Stage #1: 3-(2-chloroethyl)-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one monohydrochloride With ethylenediaminetetraacetic acid In water Stage #2: With sodium carbonate In water |
- 260273-82-3
3-(2-chloroethyl)-2-methyl-9-hydroxy-4H-pyrido[1,2-a]pyrimidin-4-one
- 130049-82-0
3-(2-chloroethyl)-9-hydroxy-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one
| Conditions | Yield |
|---|---|
| Stage #1: 3-(2-chloroethyl)-2-methyl-9-hydroxy-4H-pyrido[1,2-a]pyrimidin-4-one With hydrogenchloride; palladium 10% on activated carbon In ethanol; water Green chemistry; Stage #2: With hydrogen In ethanol; water at 80℃; under 11251.1 Torr; Catalytic behavior; Solvent; Reagent/catalyst; Temperature; Pressure; Green chemistry; | 99.32% |
| Stage #1: 3-(2-chloroethyl)-2-methyl-9-hydroxy-4H-pyrido[1,2-a]pyrimidin-4-one With hydrogen; palladium 10% on activated carbon In acetic acid at 25 - 30℃; under 2206.72 Torr; Stage #2: With sodium hydroxide In dichloromethane; water pH=5.5 - 6.0; Product distribution / selectivity; | |
| With hydrogen; palladium 10% on activated carbon In acetic acid at 35℃; under 735.572 - 2206.72 Torr; Product distribution / selectivity; |
- 43213-61-2
1,2,3,4-tetrahydrobenzofuro[3,2-c]pyridine
- 260273-82-3
3-(2-chloroethyl)-2-methyl-9-hydroxy-4H-pyrido[1,2-a]pyrimidin-4-one
| Conditions | Yield |
|---|---|
| With sodium carbonate In various solvent(s) Condensation; Heating; |
- 260273-82-3
3-(2-chloroethyl)-2-methyl-9-hydroxy-4H-pyrido[1,2-a]pyrimidin-4-one
- 1117803-76-5
3-(2-chloroethyl)-6,7,8,9-tetrahydro-9-acetyloxy-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one
| Conditions | Yield |
|---|---|
| With hydrogen; acetic anhydride; acetic acid; palladium In water |
- Total:32 Page 1 of 1 1
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