HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Chloride → 5-benzyl-2-ethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Chloride | HCID 7503 | — |
| Reactant | Trifluoroacetate | HCID 84468 | — |
| Reactant | 2-Ethyl-2,3,4,5-tetrahydro-1H-pyrido(4,3-b)indole | HCID 588824 | — |
| Solvent | Diisopropylamine | HCID 7912 | — |
| Product | 5-benzyl-2-ethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole | HCID 57876350 | 34.4% |
Reaction Steps
Preparation of the title compound was carried out according to General Method 5. 2-Ethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole (See Example 5) (100 mg, 0.5 mmol), benzyl chloride (158 mg, 1.25 mmol) in diisopropylamine (2 mL) were heated at 80° C. for 12 h to obtain 50 mg of 5-benzyl-2-ethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole as 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-6c2b1759292d41c585271a106048259f |
| Source note | uspto-grants-2015_08 |