HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 587600Generated: October 29, 2026
Methyl iodide → 3-[4-(benzyloxy)phenyl]-1,7-dimethyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one
https://huagongshe.com/reaction/587600
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-[4-(benzyloxy)phenyl]-7-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one | HCID 58577246 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | 3-[4-(benzyloxy)phenyl]-1,7-dimethyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one | HCID 58577466 | — |
Reaction Steps
MeI (0.377 mL) was added to a solution of 3-[4-(benzyloxy)phenyl]-7-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (2.0 g) and NaH (0.362 g) in DMF (20 mL) at 20° C. The mixture was stirred at 20° C. under a dry atmosphere for 1 h. The mixture was diluted with sat. NaHCO3 at 20° C. and extracted with EtOAc. The organic layer was separated, washed with water and brine, dried over MgSO4 and concentrated in vacuo to give 3-[4-(benzyloxy)phenyl]-1,7-dimethyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (2.0 g). This product was subjected to the next reaction without further purification.
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-2729b07b1ea4421c94b9eada6be871f0 |
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| Source note | uspto-grants-2016_01 |
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