Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 21710142 | HCID 21710142 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 15544681 | HCID 15544681 | 70.3% |
Reaction Steps
A solution of 0.90 gram (0.0023 mole) of 3-[7-chloro-2-(1-methylethyl)-isoindolin-1-on-4-yl]-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione, 0.42 gram (0.0030 mole) of potassium carbonate, and 0.45 gram (0.0030 mole) of methyl iodide in 60 mL of DMF was stirred at 25 C. for about 18 hours. The reaction mixture was then poured into water and extracted with diethyl ether. The organic layer was dried with magnesium sulfate, filtered, and concentrated under reduced pressure to a residue. The residue was purified by column chromatography on silica gel using mixtures of methylene chloride and EtOAc as eluants. The fractions containing product were combined and concentrated under reduced pressure, yielding about 0.65 gram of subject compound. The NMR spectrum was consistent with the proposed structure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06277847B1 |
|---|
| Source dataset | uspto-grants-2001_08 |
|---|
| ORD ID | ord-ee49c36cfc0f4a99b5515c7b6a7bba30 |
|---|
| Source note | uspto-grants-2001_08 |
|---|