HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine, hydrofluoride (1:1) → tert-Butyl 1-(1-hydroxy-2-methylpropan-2-yl)-6-oxo-1,6-dihydropyridin-3-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine, hydrofluoride (1:1) | HCID 64774 | — |
| Reactant | tert-Butyl 1-(1-(tert-butyldimethylsilyloxy)-2-methylpropan-2-yl)-6-oxo-1,6-dihydropyridin-3-ylcarbamate | HCID 59843016 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | tert-Butyl 1-(1-hydroxy-2-methylpropan-2-yl)-6-oxo-1,6-dihydropyridin-3-ylcarbamate | HCID 69231018 | — |
Reaction Steps
To a stirred suspension of tert-butyl 1-(1-(tert-butyldimethylsilyloxy)-2-methylpropan-2-yl)-6-oxo-1,6-dihydropyridin-3-ylcarbamate (800 mg, 2017 μmol) in ACN (10 mL) was added hydrogen fluoride pyridine (484 μl, 24206 μmol). The reaction mixture was stirred for 1 h and quenched with dry silica. The solvent was removed under reduced pressure and the product purified on silica (40 g) eluting with 0-5% MeOH/CH2Cl2. MS (ESI pos. ion) m/z (MH+): 283. Calc'd exact mass for C14H22N2O4: 282.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08314087B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-636bd6c503654a95ac004df0be7d807d |
| Source note | uspto-grants-2012_11 |