HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1250169Generated: October 31, 2026
Water → 5-{2-[4-(1H-Pyrrolo[2,3-b]pyridin-3-yl)-3,6-dihydro-2H-pyridin-1-yl]-ethoxy}-quinoline
https://huagongshe.com/reaction/1250169
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-(2-Chloroethoxy)quinoline | HCID 11789002 | — |
| Reactant | 4-{1H-pyrrolo[2,3-b]pyridin-3-yl}-1,2,3,6-tetrahydropyridine | HCID 14822063 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | 5-{2-[4-(1H-Pyrrolo[2,3-b]pyridin-3-yl)-3,6-dihydro-2H-pyridin-1-yl]-ethoxy}-quinoline | HCID 9842337 | — |
Reaction Steps
A solution of 5-(2-chloroethoxy)quinoline (0.5 g, 24 mmol), ), 3-(1,2,3,6-tetrahydro-pyridin-4-yl)-1H-pyrrolo[2,3-b]pyridine (0.58 g, 29 mmol) and triethylamine (0.67 ml, 48 mmol) in anhydrous dimethylsulfoxide (20 ml) was allowed to stir for 4 hours at 80° C. The mixture was poured into water dilute with sodium hydroxide solution and extracted with ethyl acetate (3×100 ml). The organic layer was washed with water (3×100 ml), sodium bicarbonate and dried over anhydrous sodium sulfate, filtered, and the solvent was removed under vacuum to give a pale yellow solid, which was triturated with ethanol-ethyl ether to afford a pale yellow solid: mp 202-205° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06337336B1 |
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| Source dataset | uspto-grants-2002_01 |
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| ORD ID | ord-3d1ee6836bba4a1aa8191636d559eb42 |
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| Source note | uspto-grants-2002_01 |
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