HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Vinylpyridine → 2-methyl-5-(2-(pyridin-2-yl)ethyl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Vinylpyridine | HCID 7521 | — |
| Reactant | Trifluoroacetate | HCID 84468 | — |
| Reactant | 2-methyl-2,3,4,5-tetrahydro-1H-pyrido(4,3-b)indole | HCID 97424 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Catalyst | Copper Sulfate | HCID 24462 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-methyl-5-(2-(pyridin-2-yl)ethyl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole | HCID 54586812 | 20.6% |
Reaction Steps
2,3,4,5-tetrahydro-2-methyl-1H-pyrido[4,3-b]indole (200 mg, 1 mmol), 2-vinylpyridine (0.26 mg, 2.5 mmol), sodium (5 mg, 0.21 mmol) and CuSO4 (5 mg, catalytic) in ethanol (4 mL) was at 120° C. for 16 h to obtain 60 mg of 2,3,4,5-tetrahydro-2-methyl-5-(2-(pyridin-2-yl)ethyl) 1H-pyrido[4,3-b]indole as a trifluoroacetate salt after purification on 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 | US09181240B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-32d0b46595104f6bb7eb6abc87a6e580 |
| Source note | uspto-grants-2015_11 |