HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203014Generated: October 31, 2026
Toluene → 1-(2-Cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)-4-((5-(difluoromethyl)-3-thienyl)methoxy)pyridin-2(1H)-one
https://huagongshe.com/reaction/2203014
Participants
| Role | Name | HCID | Charge |
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| Reactant | Toluene | HCID 1140 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 3-Thiophenemethanol, 5-(difluoromethyl)- | HCID 89690330 | — |
| Reactant | 4-Bromo-1-(2-cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)-2(1h)-pyridinone | HCID 121386204 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(2-Cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)-4-((5-(difluoromethyl)-3-thienyl)methoxy)pyridin-2(1H)-one | HCID 89690282 | 51.6% |
Reaction Steps
A mixture of 4-bromo-1-(2-cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)pyridin-2(1H)-one (100 mg), (5-(difluoromethyl)-3-thienyl)methanol (88 mg), potassium tert-butoxide (109 mg) and toluene (3 ml) was heated at 100° C. for 1 h. The reaction mixture was then cooled to room temperature, poured into water and extracted with EtOAc-THF. The extract was washed with brine, dried over MgSO4, concentrated and purified by NH silica gel column chromatography (hexane/EtOAc). The resulting solid was recrystallized from IPA-IPE to give the title compound (64.1 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-af5d5c94ad754756aa1c7a0c6fb3182c |
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| Source note | uspto-grants-2016_06 |
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