HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Bromide → 1-benzyl-5-methoxy-7-methyl-3-(1-methylpiperdin-4-yl)-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | Potassium hydride | HCID 82127 | — |
| Reactant | 5-methoxy-7-methyl-3-(1-methylpiperidin-4-yl)-1H-indole | HCID 17980098 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-benzyl-5-methoxy-7-methyl-3-(1-methylpiperdin-4-yl)-1H-indole | HCID 69431313 | 81% |
Reaction Steps
By a method similar to Preparation 26, using 5-methoxy-7-methyl-3-(1-methylpiperidin-4-yl)-1H-indole (5.81 mmol, 1.50 g) and benzyl bromide (5.81 mmol, 0.993 g), THF (100 mL), 35% potassium hydride (5.81 mmol, 0.665 g), and 18-crown-6 (0.58 mmol, 0.153 g) afforded 1.63 g (81%) of the title compound: mass spectrum (ion spray): m/z=349 (M+1): Calculated for C23H28N2O-0.3H2O: C, 78.06; H, 8.15; N, 7.92. Found: C, 78.13; H, 7.84; N, 8.03.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07230011B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-a481575b9b664064af56f4c177c298f8 |
| Source note | uspto-grants-2007_06 |