HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 57659476, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 57659420 | HCID 57659420 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57659476 | HCID 57659476 | — |
Reaction Steps
To a stirred solution of 4-[5-(4-hydroxymethylfuro[3,2-c]pyridine-2-yl)-[1,2,4]oxadiazole-3-ylmethoxy]piperidine-1-carboxylic acid tert-butyl ester (Example 24, 50 mg, 116 μmol) in THF was added sodium hydride (60% dispersion in mineral oil, 6 mg, 150 μmol). After effervescence had ceased, MeI (10 μL, 161 μmol) was added. After 90 min, the mixture was poured into H2O and extracted with EtOAc. The organic layer was separated, washed with brine, dried and concentrated. Purification via column chromatography afforded the title compound: RT=3.54 min; m/z (ES+)=445.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193359B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-74f55585d507419c9ea983f1b7245129 |
| Source note | uspto-grants-2012_06 |