HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1044217Generated: October 31, 2026
Pyridine → 3-[4-(benzyloxy)phenyl]-1-cyclopropyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one
https://huagongshe.com/reaction/1044217
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Cyclopropylboronic acid | HCID 2760897 | — |
| Reactant | 3-[4-(benzyloxy)phenyl]-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one | HCID 58577661 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-[4-(benzyloxy)phenyl]-1-cyclopropyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one | HCID 58577722 | 35.5% |
Reaction Steps
The mixture of 3-[4-(benzyloxy)phenyl]-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (300 mg), cyclopropylboronic acid (731 mg), TEA (1976 μl), pyridine (1835 μl), copper(II) acetate (1030 mg) and THF (4727 μl) was heated at 140° C. for 30 min under microwave irradiation. The solid was removed by filtration, and the filtrate was concentrated in vacuo. The residue was purified by column chromatography (NH silica gel, eluted with 0%-30% EtOAc in hexane) to give 3-[4-(benzyloxy)phenyl]-1-cyclopropyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (120 mg) as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08563575B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-b4fe02bc653144c59e00906215bb53eb |
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| Source note | uspto-grants-2013_10 |
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