HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451419Generated: October 31, 2026
Potassium Carbonate → 2-[6-(4-Chloro-benzyl)-2-(2',5'-dimethyl-3,4,5,6-tetrahydro-2H-[1,4']bipyridinyl-4-ylamino)-pyrimidin-4-yl]-propan-2-ol
https://huagongshe.com/reaction/451419
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(Dicyclohexylphosphino)biphenyl | HCID 2734216 | — |
| Reactant | 1-(2,5-Dimethylpyridin-4-yl)piperidin-4-amine | HCID 67343077 | — |
| Reactant | 2-[2-Chloro-6-(4-chloro-benzyl)-pyrimidin-4-yl]-propan-2-ol | HCID 86656701 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-[6-(4-Chloro-benzyl)-2-(2',5'-dimethyl-3,4,5,6-tetrahydro-2H-[1,4']bipyridinyl-4-ylamino)-pyrimidin-4-yl]-propan-2-ol | HCID 53353424 | 30% |
Reaction Steps
To a mixture of 2′,5′-dimethyl-3,4,5,6-tetrahydro-2H-[1,4]bipyridinyl-4-ylamine (143 mg, 0.48 mmol), 2-[2-chloro-6-(4-chloro-benzyl)-pyrimidin-4-yl]-propan-2-ol (99 mg, 0.48 mmol), finely milled potassium carbonate (100 mg, 0.72 mmol) in dioxane (2 mL) was added under an argon atmosphere palladium(II) acetate (5 mg, 0.02 mmol) and 2-(dicyclohexylphosphino)biphenyl (17 mg, 0.05 mmol) and the reaction mixture was heated at 150° C. for 30 minutes. Concentration and purification by chromatography (SiO2, n-heptane/ethyl acetate/(ethyl acetate/triethylamine=95:5)=50:50:0 to 0:80:20) afforded the title compound (67 mg, 30%) as a light brown foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08486967B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-2c9241cd6edc46e994bbdb0123ab574a |
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| Source note | uspto-grants-2013_07 |
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