Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 21220552 | HCID 21220552 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 21220554 | HCID 21220554 | 25.2% |
Reaction Steps
4,4a,5,6-Tetrahydro-2-(4-methylphenyl)pyrido[3,4-h]cinnolin-3(2H)-one (0.14 g; from Example 1 above) was dissolved in acetic acid (2 ml) and heated to 80° C. Bromine (0.027 ml) was added dropwise and the solution stirred for 16 hours. The reaction was cooled to room temperature, poured into aqueous sodium hydrogen carbonate and extracted thrice with dichloromethane. The organics were washed with sodium thiosulphate solution and brine, dried, filtered and concentrated. The product was adsorbed onto silica then chromatographed eluting with 1:1 dichloromethane:ethyl acetate then recrystallised from isopropanol twice to give the title compound (35 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05935956 |
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| Source dataset | uspto-grants-1999_08 |
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| ORD ID | ord-5df062997af54bc1b29bcdebd82bb21b |
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| Source note | uspto-grants-1999_08 |
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