HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 587434Generated: October 31, 2026
1,1'-Carbonyldiimidazole → 3-[4-(benzyloxy)phenyl]-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one
https://huagongshe.com/reaction/587434
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | N2-[4-(benzyloxy)phenyl]pyridine-2,3-diamine | HCID 28846536 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-[4-(benzyloxy)phenyl]-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one | HCID 58577661 | 91.2% |
Reaction Steps
A mixture of N2-[4-(benzyloxy)phenyl]pyridine-2,3-diamine (1.0 g), CDI (668 mg), and DBU (1.2 mL) in THF (25 mL) was heated at 60° C. overnight. After cooling to rt, the mixture was partitioned between AcOEt and H2O. The organic layer was washed with brine, dried over Na2SO4 and evaporated. The residue was purified by column chromatography (SiO2, hexane/AcOEt=97/3 to 9/1) to give 3-[4-(benzyloxy)phenyl]-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (993 mg) as a pale brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09226921B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-2fd293695f5a47fcb1701983cb72ab80 |
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| Source note | uspto-grants-2016_01 |
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