Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (6-Methoxypyridin-3-yl)boronic acid | HCID 2734368 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | 4-(5-chloro-2-(6-methoxypyridin-3-ylamino)pyridin-3-yl)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine | HCID 66611967 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 66611911 | HCID 66611911 | — |
Reaction Steps
A mixture of 6-methoxypyridin-3-ylboronic acid (0.039 g, 0.256 mmol), 4-(5-chloro-2-(6-methoxypyridin-3-ylamino)pyridin-3-yl)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine (0.1244 g, 0.213 mmol), Pd2dba3 (7.80 mg, 8.52 μmol), and dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (8.12 mg, 0.017 mmol) was purged with argon. The mixture were treated with dioxane (2.0 mL) and sodium carbonate (0.27 mL, 0.53 mmol) and heated in a Biotage Initiator microwave at 140° C. for 30 min. The cooled reaction mixture was treated with 1 N NaOH and extracted with EtOAc (30 mL), washed with brine, dried over MgSO4, filtered and concentrated. The crude product was used directly in the next reaction. m/z (ESI, +ve ion) 657.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08772480B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-08937abe0643437ab2ab6f9db71ccea5 |
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| Source note | uspto-grants-2014_07 |
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