HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 5-(2-Amino-4-methyl-pyrimidin-5-yl)-N-benzo[1,3]dioxol-5-yl-2-trifluoromethyl-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 4-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)pyrimidin-2-amine | HCID 52987906 | — |
| Reactant | N-Benzo[1,3]dioxol-5-yl-5-chloro-2-trifluoromethyl-benzenesulfonamide | HCID 68722727 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Product | 5-(2-Amino-4-methyl-pyrimidin-5-yl)-N-benzo[1,3]dioxol-5-yl-2-trifluoromethyl-benzenesulfonamide | HCID 68725100 | — |
Reaction Steps
N-Benzo[1,3]dioxol-5-yl-5-chloro-2-trifluoromethyl-benzenesulfonamide (0.088 g, 0.23 mmol), 4-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrimidin-2-ylamine (Intermediate G, prepared according to WO 2007/084786, p. 92) (0.082 g, 0.34 mmol) and PdCl2(dppf).DCM (0.0185 g, 0.023 mmol) are placed in a microwave vial containing degassed DME (2 ml) and 2M Na2CO3 (0.23 ml). The resulting mixture is heated using microwave radiation at 120° C. for 60 minutes. After evaporation of the solvent, the reaction mixture is purified by flash chromatography on silica eluting with cyclohexane/EtOAc (1:2) to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263585B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-3aa26c607ebe426da467fad53c3159e0 |
| Source note | uspto-grants-2012_09 |