HuagongsheHuagongshe Chemistry Print Report · For research reference only
Biphenyl → HCID 58946484, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Biphenyl | HCID 7095 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-(4-bromophenyl)-5-methylpyrimidine | HCID 767946 | — |
| Reactant | 2-Methylpiperazine, (S)- | HCID 2734219 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58946484 | HCID 58946484 | — |
Reaction Steps
A mixture of 2-(4-bromophenyl)-5-methylpyrimidine 78 (250 mg, 1.008 mmol), palladium acetate (50 mg), cesium carbonate (400 mg, 1.23 mmol), (S)-2-methyl piperazine (200 mg, 2 mmol) and 2-Di-t-butylphosphino)-biphenyl (50 mg, 0.167 mmol) was stirred in dioxane:water (10 ml, v/v 5:1) at reflux temperature for 4 hours. The reaction was cooled, diluted with MeCl2 (100 ml) and H2O (50 ml). The organic layer was separated, dried (MgSO4), filtered and solvent evaporated. The residue was purified by chromatography eluting with 100% EtOAc then with 10% v/v MeOH/EtOAc/NH4OH yielding product 79 as a white solid. (220 mg. 81%) ESMS (MH, 269).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546404B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-1a7cd613e220452e9c72bd5dcae73d1a |
| Source note | uspto-grants-2013_10 |