HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 57876161, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-(4-Methylphenyl)oxirane | HCID 108111 | — |
| Reactant | 1H-Pyrido[4,3-b]indole, 2,3,4,5-tetrahydro-2,8-dimethyl- | HCID 209291 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57876161 | HCID 57876161 | 35.3% |
Reaction Steps
Preparation of the title compound was carried out according to General Method 6. 3,4,5-Tetrahydro-2,8-dimethyl-1H-pyrido[4,3-b]indole (See Example 1) (2.2 g, 11 mmol), 4-methylstyrene oxide (5.8 g, 44 mmol) and NaH (1.3 g, 32.5 mmol) were heated in DMF (70 mL) at 120° C. for 16 h (overnight). The contents were quenched by methanol and evaporated to dryness. The resulting crude product was purified by silica gel chromatography (230-400 mesh) using ethyl acetate-hexane gradient to obtain 1.3 g of racemic-2(1,2,3,4-tetrahydro-2,8-dimethylpyrido[4,3-b]indol-5-yl)-1-p-tolylethanol. The free base was converted into its hydrochloride salt by treatment of ethanolic HCl.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08999978B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-dd7eee53cd604ea096e3b399a5d690a5 |
| Source note | uspto-grants-2015_04 |