HuagongsheHuagongshe Chemistry Print Report · For research reference only
18-Crown-6 → 1-propyl-5-methoxy-7-methyl-3-(1-methylpiperdin-4-yl)-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | 1-Iodopropane | HCID 33643 | — |
| 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-propyl-5-methoxy-7-methyl-3-(1-methylpiperdin-4-yl)-1H-indole | HCID 69432443 | 72.2% |
Reaction Steps
By a method similar to Preparation 26, using 5-methoxy-7-methyl-3-(1-methylpiperidin-4-yl)-1H-indole (5.81 mmole, 1.50 g), iodopropane (5.81 mmole, 0.987 g, 0.566 mL) in THF (100 mL), potassium hydride (5.81 mmole, 0.665 g), and 18-crown-6 (0.58 mmole, 0.153 g) afforded 1.26 g (72%) of the title compound: mass spectrum (ion spray): m/z=301 (M+1);. Calculated for C19H28N2O-0.3H2O: C, 74.61; H, 9.43; N, 9.16. Found: C, 74.37; H, 9.03; N, 9.01.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07230011B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-f4865c3991f846668e0be014472b903d |
| Source note | uspto-grants-2007_06 |