HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1354309Generated: October 27, 2026
Trifluoroacetic acid → [2-(5-Chloro-2-fluoro-phenyl)-6,6-dimethyl-6,7-dihydro-5H-cyclopentapyrimidin-4-yl]-(3-methyl-pyridin-4-yl)-amine
https://huagongshe.com/reaction/1354309
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Methyl-4-pyridinamine | HCID 74811 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | 2-(5-Chloro-2-fluoro-phenyl)-4-iodo-6,6-dimethyl-6,7-dihydro-5H-cyclopentapyrimidine | HCID 21104309 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | [2-(5-Chloro-2-fluoro-phenyl)-6,6-dimethyl-6,7-dihydro-5H-cyclopentapyrimidin-4-yl]-(3-methyl-pyridin-4-yl)-amine | HCID 21104318 | — |
Reaction Steps
To a solution of 2-(5-Chloro-2-fluoro-phenyl)-4-iodo-6,6-dimethyl-6,7-dihydro-5H-cyclopentapyrimidine (100 mg, 0.25 mmol), 3-Methyl-pyridin-4-ylamine (30 mg, 0.27 mmol), Pd(OAc)2 (3 mg, 12.42 μmol) and Rac-BINAP (12 mg, 18.63 μmol) in dry dioxane (3 mL) was added Cs2CO3 (121 mg, 0.37 mmol). The mixture was heated for 48 h at 85° C., cooled and evaporated. HPLC purification gave, after lyophilization, the desired product 60 as the TFA salt, a white solid (6.4 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07223766B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-72f06c0b79754239898f3a1870957b4e |
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| Source note | uspto-grants-2007_05 |
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