HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 572175Generated: November 1, 2026
Dimethylformamide → 3-Ethyl-1-{4-[(1-methyl-1H-benzimidazol-2-yl)oxy]phenyl}-1H-pyrazolo[3,4-b]pyridine
https://huagongshe.com/reaction/572175
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-chloro-1-methyl-1H-1,3-benzodiazole | HCID 663080 | — |
| Reactant | 4-(3-Ethyl-1H-pyrazolo[3,4-b]pyridin-1-yl)phenol | HCID 86704983 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-Ethyl-1-{4-[(1-methyl-1H-benzimidazol-2-yl)oxy]phenyl}-1H-pyrazolo[3,4-b]pyridine | HCID 86704984 | 54% |
Reaction Steps
To a mixture of 4-(3-ethyl-1H-pyrazolo[3,4-b]pyridin-1-yl)phenol (120 mg), sodium hydride (60% in oil, 21.0 mg) and DMF (5.0 ml) was added 2-chloro-1-methyl-1H-benzimidazole (84 mg), and the mixture was stirred under microwave irradiation at 180° C. for 1 hr. The reaction mixture was diluted with methanol, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (100 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-93ba427892354122881a57cf2b08f8e0 |
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| Source note | uspto-grants-2015_05 |
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