HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59165Generated: October 29, 2026
Cesium carbonate → N2-(3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-N4-(2-methoxyethyl)-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine-2,4-diamine
https://huagongshe.com/reaction/59165
Participants
| Role | Name | HCID | Charge |
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| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-(Dicyclohexylphosphino)biphenyl | HCID 2734216 | — |
| Reactant | 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline | HCID 45480181 | — |
| Reactant | 2-Chloro-N-(2-methoxyethyl)-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-amine | HCID 117821353 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N2-(3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-N4-(2-methoxyethyl)-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine-2,4-diamine | HCID 86345160 | — |
Reaction Steps
2-Chloro-N-(2-methoxyethyl)-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-amine (43 mg, 0.14 mmol), 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (58 mg, 0.29 mmol), cesium carbonate (94 mg, 0.29 mmol), palladium(II) acetate (5 mg, 0.02 mmol), 2-(dicyclohexylphosphino)-biphenyl (8 mg, 0.02 mmol) and dioxane (2 mL) were mixed in a vial and kept under an atmosphere of nitrogen. The mixture was heated in a microwave reactor at 120° C. for 90 min. The reaction mixture was filtered through at pad of diatomeous earth. The filter plug was rinsed with MeOH. The solvents were removed in vacuo and the residue was purified by preparative HPLC to give the title compound as a solid, 34 mg (51%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09439904B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-0a195757a9204141bb406ec1304d7bfa |
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| Source note | uspto-grants-2016_09 |
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