Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline | HCID 2734620 | — |
| Reactant | HCID 59379947 | HCID 59379947 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dimethoxyethane ethanol water | HCID 86587095 | — |
| Product | HCID 59380031 | HCID 59380031 | 100.1% |
Reaction Steps
trans-Dichlorobis (triphenylphosphine)palladium (II) (0.050 g, 0.07 mmol) was added to 2-chloro-4-[(3S)-3-methylmorpholin-4-yl]-6-(2-pyridin-4-ylsulfonylpropan-2-yl)pyrimidine (0.560 g, 1.41 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (0.464 g, 2.12 mmol) and sodium carbonate (3.53 mL, 7.05 mmol) in 18% DMF in a mixture of DME:water:ethanol (7:3:2) (30 mL) at RT under nitrogen. The resulting solution was stirred at 80° C. for 5 hours. The reaction was allowed to cool and partitioned between ethyl acetate and water. The aqueous layer was extracted with ethyl acetate twice and the combined organics dried (MgSO4), filtered and evaporated to afford the desired material (0.640 g) which was used without further purification.
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-ae25ee50859a4699ac3bc4ac603a531c |
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| Source note | uspto-grants-2010_07 |
|---|