HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → Methyl 1-(1-(tert-butyldimethylsilyloxy)-2-methylpropan-2-yl)-6-oxo-1,6-dihydropyridine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | Methyl 1-(1-hydroxy-2-methylpropan-2-yl)-6-oxo-1,6-dihydropyridine-3-carboxylate | HCID 68820470 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 1-(1-(tert-butyldimethylsilyloxy)-2-methylpropan-2-yl)-6-oxo-1,6-dihydropyridine-3-carboxylate | HCID 69234036 | — |
Reaction Steps
A solution of methyl 1-(1-hydroxy-2-methylpropan-2-yl)-6-oxo-1,6-dihydropyridine-3-carboxylate (2000 mg, 8.88 mmol), 1H-imidazole (1.51 mg, 22.2 mmol), and chloro-tert-butyldimethylsilane (1405 mg, 9.32 mmol) in DMF (10 mL) was stirred overnight at 23° C. The mixture was partitioned between CH2Cl2 and 5% NaHCO3. The organic was dried over MgSO4 and reduced to an oil under reduced pressure from toluene. MS (ESI pos. ion) m/z (MH+): 340. Calc'd exact mass for C17H29NO4Si: 339.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08314087B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-3150e05707a943519dd5d5c2372d7479 |
| Source note | uspto-grants-2012_11 |