HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexane → 4-(4-Chloro-phenyl)-2-[4-(3-methanesulfonyl-phenyl)-imidazol-1-yl]-6-methyl-pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | 3-Bromophenylmethyl sulphone | HCID 53443392 | — |
| Reactant | 4-(4-Chloro-phenyl)-6-methyl-2-(4-tributylstannanyl-imidazol-1-yl)-pyrimidine | HCID 57468827 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-(4-Chloro-phenyl)-2-[4-(3-methanesulfonyl-phenyl)-imidazol-1-yl]-6-methyl-pyrimidine | HCID 57468977 | 92% |
Reaction Steps
A stirred mixture of 4-(4-chloro-phenyl)-6-methyl-2-(4-tributylstannanyl-imidazol-1-yl)-pyrimidine (Example G.3) (0.47 g, 0.84 mmol), commercially available 3-bromo-phenylmethyl sulfone (0.22 g, 0.92 mmol), tetrakis(triphenyl-phosphine)palladium (0.058 g, 0.05 mmol) in toluene (8 mL) was heated under reflux conditions for 15 h. Hexane (10 mL) was added at room temperature and the mixture was stirred for 1 h. The precipitate was collected by filtration, washed with heptane and dried to yield the title compound (0.33 g, 92%) as an off-white solid. MS (ISN) 423.3 [(M−H)−]; mp 233° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07642264B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-376b7af7fd454eaa91e09137e5a018e6 |
| Source note | uspto-grants-2010_01 |