HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) → (4S)-4-(Propan-2-yl)-1-[5-(trifluoromethyl)pyrimidin-2-yl]imidazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | 2-Chloro-5-(trifluoromethyl)pyrimidine | HCID 13317019 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | (S)-4-Isopropylimidazolidin-2-one | HCID 24808374 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (4S)-4-(Propan-2-yl)-1-[5-(trifluoromethyl)pyrimidin-2-yl]imidazolidin-2-one | HCID 86705168 | 22% |
Reaction Steps
A solution of (4S)-4-(propan-2-yl)imidazolidin-2-one (100 mg), 2-chloro-5-trifluoromethylpyrimidine (142 mg), Pd2(dba)3 (40 mg), Xantphos (45 mg) and sodium tert-butoxide (70 mg) in toluene (2 mL) was stirred at 100° C. for 1 hr. The reaction mixture was purified by column chromatography (NH silica gel cartridge and silica gel cartridge, hexane/ethyl acetate) to afford the title compound (47 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08796272B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-3c254e06f2fc4fac804561857918016b |
| Source note | uspto-grants-2014_08 |