HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202992Generated: October 31, 2026
Tributylphosphine → 4-((5-Chlorothiophen-3-yl)methoxy)-1-(2-ethyl-3-methylimidazo[1,2-a]pyridin-6-yl)pyridin-2(1H)-one
https://huagongshe.com/reaction/2202992
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | (5-Chlorothiophen-3-yl)methanol | HCID 20571076 | — |
| Reactant | 1-(2-Ethyl-3-methylimidazo[1,2-a]pyridin-6-yl)-4-hydroxy-2(1h)-pyridinone | HCID 89690399 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-((5-Chlorothiophen-3-yl)methoxy)-1-(2-ethyl-3-methylimidazo[1,2-a]pyridin-6-yl)pyridin-2(1H)-one | HCID 89690407 | 26.9% |
Reaction Steps
To a solution of 1-(2-ethyl-3-methylimidazo[1,2-a]pyridin-6-yl)-4-hydroxypyridin-2(1H)-one (150 mg), (5-chlorothiophen-3-yl)methanol (165 mg) and tributylphosphine (340 mg) in THF (15 ml) was added 1,1′-(azodicarbonyl)dipiperidine (424 mg), and the mixture was stirred at 60° C. for 5 h. The reaction mixture was cooled to room temperature, concentrated in vacuo, and diluted with DCM. The mixture was washed with water and brine successively, dried over Na2SO4, concentrated in vacuo and purified by column chromatography (MeOH/DCM) to afford the title compound (60 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365540B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-d18516ab4f9f47e8b3b2edfd00e38874 |
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| Source note | uspto-grants-2016_06 |
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