HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 59486235, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Bis[2-(diphenylphosphino)phenyl] ether | HCID 4285986 | — |
| Reactant | HCID 59486242 | HCID 59486242 | — |
| Reactant | 2,6-Dichloro-3,5-dimethoxyaniline | HCID 59486253 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59486235 | HCID 59486235 | — |
Reaction Steps
A suspension of 4-(3-chloro-pyrazin-2-yl)-6-methylsulfanyl-pyrimidine (37) (200 mg, 0.838 mmol), 2,6-dichloro-3,5-dimethoxyaniline (280 mg, 1.26 mmol), DPEphos (90 mg, 0.167 mmol), palladium (II) acetate (19 mg, 0.085 mmol) and cesium carbonate (546 mg, 1.68 mmol) in dioxane (8 mL) is degassed. After purging with Ar, the vial is sealed by the cap and irradiated at 150° C. for 30 minutes in Smith Synthesizer. The reaction mixture is evaporated and purified by silica gel flash chromatography eluting with ethyl acetate in hexanes from 10% to 30% to afford the desired product (2,6-dichloro-3,5-dimethoxy-phenyl)-[3-(6-methylsulfanyl-pyrimidin-4-yl)-pyrazin-2-yl]-amine (38).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08026243B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-ff74b9381c32424ebef3c05016255295 |
| Source note | uspto-grants-2011_09 |