HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 2,3,4,5-tetrahydro-2-methyl-5-((6-methylpyridin-3-yl)methyl)-1H-pyrido[4,3-b]indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-methyl-2,3,4,5-tetrahydro-1H-pyrido(4,3-b)indole | HCID 97424 | — |
| Reactant | 5-(Chloromethyl)-2-methylpyridine | HCID 12214338 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2,3,4,5-tetrahydro-2-methyl-5-((6-methylpyridin-3-yl)methyl)-1H-pyrido[4,3-b]indole | HCID 57876027 | 10.3% |
Reaction Steps
A solution of 2,3,4,5-Tetrahydro-2-methyl-1H-pyrido[4,3-b]indole (186 mg, 1 mmol), 5-(chloromethyl)-2-methylpyridine (324 mg, 2.3 mmol) and 60% NaH (120 mg, 3 mmol) in DMF (3 ml) were heated at 120° C. for 16 h to obtain 30 mg of 2,3,4,5-tetrahydro-2-methyl-5-((6-methylpyridin-3-yl)methyl)-1H-pyrido[4,3-b]indole after purification by silica gel chromatography (230-400 mesh) using methanol-dichloromethane gradient.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096591B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-d75da911eb73450fbf2f517498883cec |
| Source note | uspto-grants-2015_08 |