Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | Sodium Permanganate | HCID 23673458 | — |
| Reactant | HCID 59379949 | HCID 59379949 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59379885 | HCID 59379885 | — |
Reaction Steps
N-Methyl-2-[[2-[4-(methylcarbamoylamino)phenyl]-6-[(3S)-3-methylmorpholin-4-yl]pyrimidin-4-yl]methylsulfanyl]acetamide (0.35 mmol) was dissolved in 1,4-Dioxane (5 mL) and water (1 mL). m-CPBA (75%) (121 mg) followed immediately by sodium permanganate (140 mg) were added to the solution and the reaction stirred at RT for 1 h. Further m-CPBA (75%) (121 mg) followed immediately by sodium permanganate (140 mg) were added to the solution and stirred at RT for 1 h. Again further m-CPBA (75%) (121 mg) followed immediately by sodium permanganate (140 mg) were added and the reaction stirred at RT for 1 h. The reaction was loaded onto a SCX-3 (10 g) column, which was washed with methanol and the product eluted with 7N ammonia in methanol. The material was further purified by prep-HPLC (basic) to give the desired material (30 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07750003B2 |
|---|
| Source dataset | uspto-grants-2010_07 |
|---|
| ORD ID | ord-624bf72d91cc41b081bc71e7d1869425 |
|---|
| Source note | uspto-grants-2010_07 |
|---|