HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 241967Generated: October 30, 2026
Sodium Carbonate → HCID 46196557, compound
https://huagongshe.com/reaction/241967
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-(Methanesulfonyl)phenylboronic acid | HCID 2734364 | — |
| Reactant | 4-Chloro-6-(1H-indazol-4-yl)-1-methyl-1H-pyrazolo[3,4-b]pyridine | HCID 58083234 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 46196557 | HCID 46196557 | — |
Reaction Steps
4-Chloro-6-(1H-indazol-4-yl)-1-methyl-1H-pyrazolo[3,4-b]pyridine 7 (80 mg, 0.28 mmol) and 4-(methanesulfonyl)benzene boronic acid (1.4 equiv.) were suspended in 2 ml acetonitrile. Sodium carbonate (3 equiv., 92 mg) and bis(triphenylphosphine)palladium(II) chloride (0.05 equiv.) were added as a solution in water (0.5 ml). The reaction mixture was heated in microwave at 130° C. for 20 min. Water was added to the mixture, and the precipitated product was filtered and purified by column chromatography to yield 115. NMR (CDCl3): 3.19 (3H, s), 4.36 (3H, s), 7.58 (1H, m), 7.67 (1H, d), 7.84 (1H, d), 7.87 (1H, s), 8.06 (2H, d), 8.19 (1H, s), 8.20 (2H, d), 8.96 (1H, s), 10.20 (1H, br). MS: MH+ 404
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08653098B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-ac124db242bf40028fefc07b953b6e7a |
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| Source note | uspto-grants-2014_02 |
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