HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 9866320, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-(1,2,3,6-Tetrahydropyridin-4-yl)-1H-indole | HCID 2761023 | — |
| Reactant | [(2R)-8-methyl-2,3-dihydro[1,4]dioxino[2,3-f]quinolin-2-yl]methyl4-bromobenzenesulfonate | HCID 20624762 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 9866320 | HCID 9866320 | 71.2% |
Reaction Steps
A solution of [(2R)-8-methyl-2,3-dihydro[1,4]dioxino[2,3-f]quinolin-2-yl]methyl 4-bromobenzenesulfonate (2.0 g, 4.44 mmol), 3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole (1.01 g, 5.09 mmol) and diisopropylethyl amine (0.86 g, 6.65 mmol) in DMSO (10 mL) was heated to 80-83° C. After 10 h, the reaction mixture was cooled to 65-70° C. before CH3OH (3 mL) was added. The resulted suspension was cooled to room temperature, filtered, washed with CH3OH and dried in a vacuum oven to give 1.3 g (71%) of the title compound as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06693197B2 |
| Source dataset | uspto-grants-2004_02 |
| ORD ID | ord-fc5df3abb99c4691b63d5954c3037489 |
| Source note | uspto-grants-2004_02 |