Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline | HCID 2734620 | — |
| Reactant | HCID 59380137 | HCID 59380137 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dimethoxyethane ethanol water | HCID 86587095 | — |
| Product | HCID 59379882 | HCID 59379882 | — |
Reaction Steps
trans-Dichlorobis(triphenylphosphine)palladium (II) (0.013 g, 0.02 mmol) was added to 2-[[2-chloro-6-[(3S)-3-methylmorpholin-4-yl]pyrimidin-4-yl]methylsulfonyl]ethanol (0.122 g, 0.36 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (0.119 g, 0.54 mmol) and sodium carbonate (0.908 mL, 1.82 mmol) in 18% DMF in a mixture of DME:water:ethanol (7:3:2) (10 mL) at RT under nitrogen. The resulting solution was stirred at 80° C. for 2 hours. The reaction was cooled and partitioned between ethyl acetate and water. The reaction mixture was extracted with ethyl acetate twice and the combined organics dried (MgSO4) filtered and concentrated in vacuo to give the desired (0.143 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07750003B2 |
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| Source dataset | uspto-grants-2010_07 |
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| ORD ID | ord-a30b4d24207344e3982f3715eef0f791 |
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| Source note | uspto-grants-2010_07 |
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