Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 59625170 | HCID 59625170 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 59625297 | HCID 59625297 | 45.1% |
Reaction Steps
tert-Butyl 3-[({2-tert-butyl-4-[(furan-2-ylmethyl)amino]pyrimidin-5-yl}carbonyl)(2-methylpropyl)amino]-5-{[(methylsulfonyl)oxy]methyl}piperidine-1-carboxylate (100 mg) and imidazole (30 mg) were dissolved in N,N-dimethylacetamide (4 ml), cesium carbonate (130 mg) was added and the mixture was stirred at 60° C. for 1 day. The reaction mixture was diluted with saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was subjected to silica gel column chromatography, and the fraction eluted with ethyl acetate-hexane (10:90-100:0) was concentrated under reduced pressure to give the object compound (43.1 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08329691B2 |
|---|
| Source dataset | uspto-grants-2012_12 |
|---|
| ORD ID | ord-7ba9b85d228b4df7a5286691c5a70d35 |
|---|
| Source note | uspto-grants-2012_12 |
|---|