HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 449880Generated: October 29, 2026
Cesium carbonate → HCID 59618525, compound
https://huagongshe.com/reaction/449880
Participants
| Role | Name | HCID | Charge |
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| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Chloro-4,6-dimethylpyrimidine | HCID 20550 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | N-(2-aminopyridin-4-yl)-2,6-dichlorobenzamide | HCID 59618313 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59618525 | HCID 59618525 | 8% |
Reaction Steps
To a microwave tube was added N-(2-aminopyridin-4-yl)-2,6-dichlorobenzamide (0.25 g, 0.89 mmol), 2-chloro-4,6-dimethylpyrimidine (0.19 g, 1.34 mmol), Pd2(dba)3 (0.81 g, 0.089 mmol), XantPhos (0.104 g, 0.179 mmol), Cs2CO3 (0.85 g, 2.6 mmol) and dioxane (4 mL). The mixture was degassed with N2 for 10 min. The resulting mixture was irradiated in a microwave reactor at 140° C. for 3 hours and then cooled to room temperature. The mixture was filtered through Celite and concentrated under reduced pressure. The residue was purified by column chromatography to afford the desired product as a white solid (22 mg, yield: 8%). 1H NMR (500 MHz, MeOH-d4): δ 8.96 (d, J=1.5 Hz, 1H), 8.17 (d, J=5.5 Hz, 1H), 7.41-7.54 (m, 4H), 6.77 (s, 1H), 2.44 (s, 6H). LCMS (ESI) m/z: 388.0 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08486950B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-aeb40538d31b48fe9fbc58fb59472631 |
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| Source note | uspto-grants-2013_07 |
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