HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 3-Hydroxy-7-methyl-2-(5-m-tolyl-[1,3,4]oxadiazol-2-yl)-pyrido[1,2-a]pyrimidin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Trimethylsilyl iodide | HCID 85247 | — |
| Reactant | 3-Benzyloxy-7-methyl-2-(5-m-tolyl-[1,3,4]oxadiazol-2-yl)-pyrido[1,2-a]pyrimidin-4-one | HCID 58101033 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-Hydroxy-7-methyl-2-(5-m-tolyl-[1,3,4]oxadiazol-2-yl)-pyrido[1,2-a]pyrimidin-4-one | HCID 135993613 | 88.6% |
Reaction Steps
To a stirred solution of the product from Example 8.4 (20 mg, 0.047 mmol) in acetonitrile (5 mL), was added trimethylsilyl iodide (54 uL, 0.38 mmol) dropwise under N2 at room temperature. After 2 h, methanol (5 mL) was added and the solution was stirred for 10 min. Water (10 mL) was added and the reaction extracted with dichloromethane. The organic phase was washed with aqueous sodium bisulfite solution, dried (Na2SO4) and concentrated in vacuo to afford the desired compound (88.6%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143268B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-744fd46c092b465ab4e2c278c5d228a0 |
| Source note | uspto-grants-2012_03 |