HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68294990, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl morpholine oxide | HCID 82029 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | HCID 68294850 | HCID 68294850 | — |
| Catalyst | Osmium Tetroxide | HCID 30318 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68294990 | HCID 68294990 | 75.4% |
Reaction Steps
To a stirred solution of N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-1-isopropyl-6-vinyl-1H-pyrazolo[3,4-b]pyridine-4-carboxamide (0.8 g, 2.19 mmol) in DCM (10 mL), N-Methylmorpholine-N-oxide (0.769 g, 6.57 mmol) was added at 0° C. Then OsO4 (2.5% in t-BuOH) (0.139 g, 5.56 mL, 0.547 mmol) was added to it. Resulting solution was stirred at room temperature for 1 h. After completion of reaction, water was added to it and extraction was carried out using 20% MeOH/DCM. The combined organic layers were washed with water, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to afford crude material which was purified by column chromatography to give the desired product (0.66 g, 75.4%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598167B1 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-9617cd32a3ee497f87db744bbc635a19 |
| Source note | uspto-grants-2013_12 |