HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626790Generated: October 30, 2026
Cesium carbonate → HCID 69671102, compound
https://huagongshe.com/reaction/626790
Participants
| Role | Name | HCID | Charge |
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| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 6-Methylpyrimidin-4-amine | HCID 572852 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | HCID 86697078 | HCID 86697078 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 69671102 | HCID 69671102 | 51.7% |
Reaction Steps
A mixture of 2-(4-bromo-7-fluoropyrazolo[4,3-c]pyridin-2-yl)-3-fluorobenzonitrile (85 mg, 0.25 mmol), 4-amino-6-methylpyrimidine (31 mg, 0.28 mmol), Pd2(dba)3 (12 mg, 0.013 mmol), Xantphos (15 mg, 0.026 mmol) and cesium carbonate (166 mg, 0.51 mmol) in dioxane (1.8 mL) was de-gassed and purged with nitrogen and the reaction mixture was heated at 150° C. in a sealed vial for 30 minutes. The resultant mixture was diluted with dioxane and filtered. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel flash chromatography (10-100% ethyl acetate in cyclohexane) to afford the title compound as a brown solid (47 mg, 51% yield). LCMS (Method C): RT=2.25 min, m/z: 364 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09309240B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-4162488e2460430d8e26f781b52d846b |
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| Source note | uspto-grants-2016_04 |
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