HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1968622Generated: October 30, 2026
Azobisisobutyronitrile → HCID 178508720, compound
https://huagongshe.com/reaction/1968622
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 1H-Pyrazolo[3,4-d]pyrimidin-4-amine | HCID 75420 | — |
| Reactant | N-Iodosuccinimide | HCID 120273 | — |
| Reactant | HCID 59361775 | HCID 59361775 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 178508720 | HCID 178508720 | — |
Reaction Steps
1H-pyrazolo[3,4-d]pyrimidin-4-amine (1 equivalent), N-iodosuccinimide (1.25 equivalents) and AIBN (0.1 equivalents) are heated in acetonitrile for 10 h. The reaction is filtered and the filtered material (1 equivalent) is placed in DMF. Pd(dppf)Cl2 (0.6 equivalents), KI (0.1 equivalents), K3PO4 (3 equivalents) and 2-((2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)methyl)pyridine (1 equivalent) are added and the mixture is heated at 80° C. overnight. The reaction is partitioned between EtOAc and water, the organic layer is separated, washed with water, brine, dried over Na2SO4 and filtered. The filtrate is concentrated under reduced pressure and purified by column chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08426428B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-8558f0f30e7342a28578d9f738ad7640 |
|---|
| Source note | uspto-grants-2013_04 |
|---|
