Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Indene | HCID 7219 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | Vanillin acetate | HCID 61229 | — |
| Reactant | Benzenecarboximidamide, 4-amino-, hydrochloride (1:1) | HCID 122765 | — |
| Reactant | Indium(III) trifluoromethanesulfonate | HCID 2734680 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 10293466 | HCID 10293466 | — |
Reaction Steps
4-amino-benzamidine mono HCl salt (17.2 mg, 0.1 mmole) was suspended in acetonitrile (1 mL). The suspension was treated with 4-acetoxy-3-methoxybenzaldehyde (19.0 mg, 0.1 mmole) and indene(11.6 mg, 0.1 mmole). Indium triflate (11.2 mg, 0.02 mmole) was added and the reaction was heated at 70° C. for 48 hours. To the above mixture was added 100 uL of ammonium hydroxide. After stirring at rt overnight, the desired product 6-(4-Hydroxy-3-methoxy-phenyl)-5,6a,7,11b-tetrahydro-6H-indeno[2,1-c]quinoline-2-carboxamidine was purified using reverse phase HPLC. Mass spectrum: 385(M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06825208B2 |
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| Source dataset | uspto-grants-2004_11 |
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| ORD ID | ord-871d08bad1f948efb91b4e3c1b43e6c9 |
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| Source note | uspto-grants-2004_11 |
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