HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 7-[5-[(4-Fluorophenyl)methyl]oxazol-2-yl]-6-hydroxy-1-[2-oxo-2-(1-piperidyl)ethyl]imidazo[1,2-a]pyrimidin-5-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | Trimethylsilyl iodide | HCID 85247 | — |
| Reactant | HCID 58126861 | HCID 58126861 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 7-[5-[(4-Fluorophenyl)methyl]oxazol-2-yl]-6-hydroxy-1-[2-oxo-2-(1-piperidyl)ethyl]imidazo[1,2-a]pyrimidin-5-one | HCID 136210918 | 24.1% |
Reaction Steps
To a solution of the product of example 6 (50 mg, 0.092 mmol) in acetonitrile (2 ml) was added TMSI (150 mg, 0.75 mmol) drop-wise at room temperature. The mixture was stirred for 8 hours, after which methanol (0.1 ml) was added to quench the reaction. Then saturated solution of Na2S2O3 was added drop-wise till a yellow solid was precipitated. The resulting solids were collected by filtration, washed with ethyl acetate to give the desired product (10 mg, 24% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08431581B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-e9bc79689afd4b75bdc1f3bfcc6034f4 |
| Source note | uspto-grants-2013_04 |