HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 928232Generated: October 30, 2026
1,4-Dioxane → 6-(Methylthio)-3-phenyl-1H-pyrazolo[3,4-d]pyrimidine
https://huagongshe.com/reaction/928232
Participants
| Role | Name | HCID | Charge |
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| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | HCID 178503373 | HCID 178503373 | — |
| Reactant | HCID 178527066 | HCID 178527066 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Product | 6-(Methylthio)-3-phenyl-1H-pyrazolo[3,4-d]pyrimidine | HCID 178503376 | 87.7% |
Reaction Steps
A microwave tube was charged with 3-bromo-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidine (1.0 g, 4.0 mmol), phenylboronic acid (1.5 g, 12 mmol), potassium phosphonate (2.5 g, 12 mmol), tetrakis(triphenylphosphine)palladium (0.35 g, 0.30 mmol), dioxane (16 mL) and water (4 mL). The mixture was heated in microwave at 150° C. for 20 min. The reaction mixture was poured into water. The aqueous layer was extracted with EtOAc (10×). The combined organic layer was dried (Na2SO4), concentrated, and purified to provide 6-(methylthio)-3-phenyl-1H-pyrazolo[3,4-d]pyrimidine (0.85 g, 87%) as a white solid. MS m/z 243.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09290499B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-fa2e1526cd40497990c1910231234df8 |
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| Source note | uspto-grants-2016_03 |
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