Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Indene | HCID 7219 | — |
| Reactant | Indium(III) trifluoromethanesulfonate | HCID 2734680 | — |
| Reactant | tert-butyl N-[(4-aminophenyl)methyl]carbamate | HCID 2756041 | — |
| Reactant | HCID 22633129 | HCID 22633129 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 22633316 | HCID 22633316 | — |
Reaction Steps
(4-Amino-benzyl)-carbamic acid tert-butyl ester (307 mg, 1.4 mmole) was dissolved in acetonitrile (approx. 5 mL). The solution was treated with 5-hydroxy-4,2′,6′-trimethoxy-biphenyl-2-carbaldehyde (390 mg, 1.4 mmole) and indene (157 mg, 1.4 mmole). Indium triflate (1.2 g, 2.2 mmole) was added and the reaction was heated at 70° C. for 18 hours to give 6-(2-Aminomethyl-5,6a,7,11b-tetrahydro-6H-indeno[2,1-c]quinolin-6-yl)-4,2′,6′-trimethoxy-biphenyl-3-ol which was then purified using reverse phase HPLC. Mass spectrum 491 (M−17); in the presence of 0.1M ammonium acetate 507 (M−1) observed for negative ion mode.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06825208B2 |
|---|
| Source dataset | uspto-grants-2004_11 |
|---|
| ORD ID | ord-a806eac48bd64a1695cd32c1b25569b0 |
|---|
| Source note | uspto-grants-2004_11 |
|---|
