HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 572183Generated: November 1, 2026
Dimethylformamide → 3-Ethyl-1-{4-[(3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)oxy]phenyl}-1H-pyrazolo[3,4-b]pyridine
https://huagongshe.com/reaction/572183
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Methyl-2-(methylsulfonyl)-3H-imidazo[4,5-b]pyridine | HCID 58577371 | — |
| Reactant | 4-(3-Ethyl-1H-pyrazolo[3,4-b]pyridin-1-yl)phenol | HCID 86704983 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-Ethyl-1-{4-[(3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)oxy]phenyl}-1H-pyrazolo[3,4-b]pyridine | HCID 86704990 | 64.6% |
Reaction Steps
To a mixture of 4-(3-ethyl-1H-pyrazolo[3,4-b]pyridin-1-yl)phenol (120 mg) obtained in Example 8, step D), sodium hydride (60% in oil, 20.1 mg) and DMF (5.0 ml) was added 3-methyl-2-(methylsulfonyl)-3H-imidazo[4,5-b]pyridine (106 mg), and the mixture was stirred under microwave irradiation at 180° C. for 1 hr. The reaction mixture diluted with methanol, and the mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (120 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09029388B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-e2b409e99f304e3a821c15e02aea694b |
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| Source note | uspto-grants-2015_05 |
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