HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1924022Generated: October 31, 2026
2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl → N-(2,5-Difluoro-4-(((S)-3-methylmorpholino)methyl)phenyl)-5-fluoro-4-(2-methyl-1-(tetrahydro-2H-pyran-4-yl)-1H-imidazol-5-yl)pyrimidin-2-amine
https://huagongshe.com/reaction/1924022
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | 5-fluoro-4-(2-methyl-1-(tetrahydro-2H-pyran-4-yl)-1H-imidazol-5-yl)pyrimidin-2-amine | HCID 16665498 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | (S)-4-(4-Bromo-2,5-difluorobenzyl)-3-methylmorpholine | HCID 59543858 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-(2,5-Difluoro-4-(((S)-3-methylmorpholino)methyl)phenyl)-5-fluoro-4-(2-methyl-1-(tetrahydro-2H-pyran-4-yl)-1H-imidazol-5-yl)pyrimidin-2-amine | HCID 49782254 | — |
Reaction Steps
(S)-4-(4-Bromo-2,5-difluorobenzyl)-3-methylmorpholine (430 mg, 1.40 mmol), 5-fluoro-4-(2-methyl-1-(tetrahydro-2H-pyran-4-yl)-1H-imidazol-5-yl)pyrimidin-2-amine (389 mg, 1.40 mmol) and potassium tert-butoxide (158 mg, 1.40 mmol) were mixed in dioxane (7 mL) and argon was bubbled through the mixture for 5 minutes. Pd2(dba)3 (154 mg, 0.17 mmol) and X-Phos (161 mg, 0.34 mmol) were added followed by DMF (1.75 mL) and the reaction mixture was heated in a microwave reactor at 120° C. for 40 minutes.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08178529B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-b3421a3ce33f42b6b31d4bb53e8106c8 |
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| Source note | uspto-grants-2012_05 |
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