HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 57875895, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Trifluoroacetate | HCID 84468 | — |
| Reactant | 2-(4-Methylphenyl)oxirane | HCID 108111 | — |
| Reactant | 2-ethyl-8-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole | HCID 59455066 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57875895 | HCID 57875895 | 14.3% |
Reaction Steps
Preparation of the title compound was carried out according to General Method 6. 2-Ethyl-2,3,4,5-tetrahydro-8-methyl-1H-pyrido[4,3-b]indole (See Example 6) (214 mg, 1 mmol), 4-methylstyrene oxide (1 mL, 7.5 mmol) and NaH (120 mg, 3 mmol) were heated in DMF (4 mL) at 120° C. for 16 h (overnight) to obtain 50 mg of racemic-2-(2-ethyl-1,2,3,4-tetrahydro-8-methylpyrido[4,3-b]indol-5-yl)-1-p-tolylethanol as a trifluoroacetate salt after purification by reverse-phase chromatography (C-18, 500 mm×50 mm, Mobile Phase A=0.05% TFA in water, B=0.05% TFA in acetonitrile, Gradient: 10% B to 80% B in 30 min, injection vol. 5 mL).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096591B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-494006a5cf2d4435b184f9aa6872f004 |
| Source note | uspto-grants-2015_08 |