HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573315Generated: October 31, 2026
Water → 1-Ethyl-3-{4-[(3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)oxy]phenyl}-1H-pyrazolo[3,4-b]pyrazine
https://huagongshe.com/reaction/573315
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Methyl-2-(methylsulfonyl)-3H-imidazo[4,5-b]pyridine | HCID 58577371 | — |
| Reactant | 4-(1-Ethyl-1H-pyrazolo[3,4-b]pyrazin-3-yl)phenol | HCID 136397695 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-Ethyl-3-{4-[(3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)oxy]phenyl}-1H-pyrazolo[3,4-b]pyrazine | HCID 66727928 | 63.4% |
Reaction Steps
To a solution of 4-(1-ethyl-1H-pyrazolo[3,4-b]pyrazin-3-yl)phenol (100 mg) and 3-methyl-2-(methylsulfonyl)-3H-imidazo[4,5-b]pyridine (88 mg) in DMF (3 mL) was added NaH (60% in oil, 17 mg) at room temperature, and the mixture was heated at 150° C. for 1.5 h under microwave irradiation. The mixture was poured into water and extracted with AcOEt. The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (AcOEt/hexane) and recrystallized from AcOEt/hexane to give the title compound (98 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09029536B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-f361fe5f34ae4441b3824e4f26c64e6b |
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| Source note | uspto-grants-2015_05 |
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