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Cas Database |
| Name |
6-(5-Chloro-2-pyridyl)-5H-pyrrolo[3,4-b]pyrazine-5,7(6H)-dione |
EINECS | 256-141-5 |
| CAS No. | 43200-82-4 | Density | 1.645 g/cm3 |
| PSA | 76.05000 | LogP | 1.39060 |
| Solubility | N/A | Melting Point |
238 °C |
| Formula | C11H5ClN4O2 | Boiling Point | 495.7 °C at 760 mmHg |
| Molecular Weight | 260.639 | Flash Point | 253.6 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | Risk Codes | N/A | |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
6-(5-chloro-2-pyridyl)-5H-pyrrolo[3,4-b]pyrazine-5,7(6H)-dione; |
Article Data | 9 |
6-(5-Chloro-2-pyridyl)-5H-pyrrolo[3,4-b]pyrazine-5,7(6H)-dione Synthetic route
- 32315-10-9
bis(trichloromethyl) carbonate
- 43200-83-5
3-((5-chloropyridin-2-yl)carbamoyl)pyrazine-2-carboxylic acid
- 43200-82-4
6-(5-chloro-2-pyridyl)-5,7-dioxo-6,7-dihydro-5H-pyrrolo(3,4-b)pyrazine
| Conditions | Yield |
|---|---|
| With Triphenylphosphine oxide In dichloromethane at 20℃; for 0.0833333h; Temperature; Concentration; | 98.5% |
- 1072-98-6
5-chloro-2-pyridylamine
- 4744-50-7
2,3-pyrazinedicarboxylic anhydride
- 43200-82-4
6-(5-chloro-2-pyridyl)-5,7-dioxo-6,7-dihydro-5H-pyrrolo(3,4-b)pyrazine
| Conditions | Yield |
|---|---|
| With propionic acid anhydride at 60 - 105℃; for 1h; Temperature; Reagent/catalyst; | 87% |
| With dmap; triethylamine In 5,5-dimethyl-1,3-cyclohexadiene at 0℃; for 13h; Reflux; | 85% |
- 43200-83-5
3-((5-chloropyridin-2-yl)carbamoyl)pyrazine-2-carboxylic acid
- 43200-82-4
6-(5-chloro-2-pyridyl)-5,7-dioxo-6,7-dihydro-5H-pyrrolo(3,4-b)pyrazine
| Conditions | Yield |
|---|---|
| With chloroformic acid ethyl ester; triethylamine In dichloromethane at 0 - 20℃; for 2h; | |
| Stage #1: 3-((5-chloropyridin-2-yl)carbamoyl)pyrazine-2-carboxylic acid In dichloromethane for 1h; Heating / reflux; Stage #2: With thionyl chloride; N,N-dimethyl-formamide In dichloromethane at 25 - 30℃; for 0.75 - 1h; Heating / reflux; |
- 43200-82-4
6-(5-chloro-2-pyridyl)-5,7-dioxo-6,7-dihydro-5H-pyrrolo(3,4-b)pyrazine
| Conditions | Yield |
|---|---|
| With manganese(IV) oxide In dichloromethane for 3h; Reflux; | 12.5 g |
- 1072-98-6
5-chloro-2-pyridylamine
- 43200-82-4
6-(5-chloro-2-pyridyl)-5,7-dioxo-6,7-dihydro-5H-pyrrolo(3,4-b)pyrazine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: toluene / 2.5 h / 20 - 52 °C 1.2: 1 h / 10 - 15 °C 2.1: dichloromethane / 1 h / Heating / reflux 2.2: 0.75 - 1 h / 25 - 30 °C / Heating / reflux View Scheme |
- 4744-50-7
2,3-pyrazinedicarboxylic anhydride
- 43200-82-4
6-(5-chloro-2-pyridyl)-5,7-dioxo-6,7-dihydro-5H-pyrrolo(3,4-b)pyrazine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: toluene / 2.5 h / 20 - 52 °C 1.2: 1 h / 10 - 15 °C 2.1: dichloromethane / 1 h / Heating / reflux 2.2: 0.75 - 1 h / 25 - 30 °C / Heating / reflux View Scheme |
- 43200-82-4
6-(5-chloro-2-pyridyl)-5,7-dioxo-6,7-dihydro-5H-pyrrolo(3,4-b)pyrazine
- 148891-53-6
6-(5-chloropyridin-2-yl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazin-5-one
| Conditions | Yield |
|---|---|
| With diisobutylaluminium hydride In toluene at -25 - -10℃; for 2h; Temperature; Solvent; | 91.1% |
- 43200-82-4
6-(5-chloro-2-pyridyl)-5,7-dioxo-6,7-dihydro-5H-pyrrolo(3,4-b)pyrazine
- 43200-81-3
6-(5-chloropyridin-2-yl)-7-hydroxy-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazin-5-one
| Conditions | Yield |
|---|---|
| Stage #1: 6-(5-chloro-2-pyridyl)-5,7-dioxo-6,7-dihydro-5H-pyrrolo(3,4-b)pyrazine With potassium borohydride In 1,4-dioxane at 10 - 15℃; for 0.5h; Stage #2: With water In 1,4-dioxane for 6h; | 87.4% |
| With potassium borohydride; water In tetrahydrofuran at -10 - 5℃; for 3h; Large scale; | 70% |
| With potassium borohydride; potassium carbonate In 1,4-dioxane; water; N,N-dimethyl-formamide at 13℃; pH=11; Reagent/catalyst; Solvent; pH-value; | 95.5 g |
| With sodium hydroxide; sodium tetrahydroborate In water at 0 - 5℃; for 4 - 5h; Product distribution / selectivity; |
- 43200-82-4
6-(5-chloro-2-pyridyl)-5,7-dioxo-6,7-dihydro-5H-pyrrolo(3,4-b)pyrazine
- 144025-94-5
(R)-6-(5-chloropyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo[3,4b]pyrazin-5-yl 4-methylpiperazine-1-carboxylate D-(+)-O,O'-dibenzoyltartaric acid salt
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: sodium hydroxide; sodium tetrahydroborate / water / 4 - 5 h / 0 - 5 °C 2: dmap; calcium oxide / dichloromethane; N,N-dimethyl-formamide / 10 - 30 °C 3: water; acetonitrile / 3 - 4.5 h / 25 - 80 °C / Resolution of racemate View Scheme |
- 43200-82-4
6-(5-chloro-2-pyridyl)-5,7-dioxo-6,7-dihydro-5H-pyrrolo(3,4-b)pyrazine
- 144025-93-4
eszopiclone dibenzoyl-D-tartrate
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: sodium hydroxide; sodium tetrahydroborate / water / 4 - 5 h / 0 - 5 °C 2: dmap; calcium oxide / dichloromethane; N,N-dimethyl-formamide / 10 - 30 °C 3: water; acetonitrile / 3 - 4.5 h / 25 - 80 °C / Resolution of racemate View Scheme |
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