HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 57876047, 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-2,3,4,5-tetrahydro-1H-pyrido(4,3-b)indole | HCID 588824 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57876047 | HCID 57876047 | 17.9% |
Reaction Steps
Preparation of the title compound was carried out according to General Method 6. 2-Ethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole (See Example 5) (400 mg, 2.0 mmol), 4-methylstyrene oxide (2.01 g, 15 mmol) and NaH (240 mg, 6 mmol) were heated in DMF (6 mL) at 120° C. for 16 h to obtain 120 mg of racemic-2-(2-ethyl-1,2,3,4-tetrahydropyrido[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% 13 to 80% B in 30 min, injection vol. 5 mL).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181240B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-349c3ee2a28642158232d280925fe8be |
| Source note | uspto-grants-2015_11 |