Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | HCID 68511606 | HCID 68511606 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | HCID 68516509 | HCID 68516509 | — |
Reaction Steps
A solution of N-(5-bromo-2-methoxy-pyridin-3-ylmethyl)-N-(4-p-tolyloxy-phenyl)-methanesulfonamide (0.16 g, 0.33 mmol) from Example 49 Step A and phenyl boronic acid (0.059 g, 0.49 mmol) in dioxane/H2O (2 mL/0.5 mL) was treated with Na2CO3 (0.11 g, 1.0 mmol) and PdCl2dppf.CH2Cl2 complex (23.8 mg, 0.033 mmol). The resulting mixture was heated at 100° C. overnight. The reaction mixture was brought to the usual work-up and the crude product was purified by chromatography (silica gel, 35% EtOAc/hexanes) to give the desired product. MS (EI) 475 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07803793B2 |
|---|
| Source dataset | uspto-grants-2010_09 |
|---|
| ORD ID | ord-ee8ddf6da517405891cf6d14faa505cc |
|---|
| Source note | uspto-grants-2010_09 |
|---|