HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2,3,4-Tetrahydroquinoline → Ethyl 7-bromo-3-(3-(3,4-dihydroquinolin-1(2h)-yl)propyl)-1h-indole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2,3,4-Tetrahydroquinoline | HCID 69460 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | ethyl 7-bromo-3-(3-oxopropyl)-1H-indole-2-carboxylate | HCID 86628021 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 7-bromo-3-(3-(3,4-dihydroquinolin-1(2h)-yl)propyl)-1h-indole-2-carboxylate | HCID 68937693 | — |
Reaction Steps
To a mixture of EXAMPLE 103A (325 mg) and 1,2,3,4-tetrahydroquinoline (160 mg) in dichloroethane (10 mL) was added sodium acetate (310 mg). The mixture was stirred at ambient temperature overnight, diluted with ethyl acetate (200 mL) and washed with 1N NaOH, water, and brine. After drying over sodium sulfate and concentration, the concentrate was loaded on a silica gel cartridge and eluted with 5% ethyl acetate in hexane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359296B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-689e4d24cb444e948bca2b5a5f07f766 |
| Source note | uspto-grants-2016_06 |