Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | HCID 21481068 | HCID 21481068 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 67596585 | HCID 67596585 | — |
Reaction Steps
A solution of 6-methoxy-5-methyl-10-acetylquindolinium iodide obtained in Example 37 dissolved in approximately 50 mL of ethanol-free chloroform was adsorbed onto anhydrous Na2CO3 (1 g/100 mg iodide salt) and applied to a column filled with basic alumina. The mixture was eluted with CHCl3 until the UV active impurities eluted. Elution with CHCl3 -MeOH (97:3) provided the title compound as a purple solid; 1H NMR (CDCl3) δ 8.74 (s, 1H), 8.22 (d, J=8.4, 1H), 7.85 (d, J=8.4, 1H), 7.73 (d, J=8.4, 1H), 7.57 (m, 1H), 7.48 (m, 1H), 7.18 (d, J=7.6, 1H), 7.08 (m, 1H), 5.07 (s, 3H) , 4.12 (s, 3H); 13C NMR (CDCl3) δ 159.8, 150.5 (2 carbons), 144.1, 141.5, 131.2, 127.2, 126.3, 124.4, 124.1, 122.2, 119.5, 117.6, 114.1, 109.4, 56.5, 45.3; MS (LSIMS, m/z) 263 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05681958 |
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| Source dataset | uspto-grants-1997_10 |
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| ORD ID | ord-c77420d19f024b6f8d400d8ef493bae8 |
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| Source note | uspto-grants-1997_10 |
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