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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1878718Generated: October 31, 2026

Imidazole → Methyl 1-(1-(tert-butyldimethylsilyloxy)-2-methylpropan-2-yl)-6-oxo-1,6-dihydropyridine-3-carboxylate

https://huagongshe.com/reaction/1878718

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantMethyl 1-(1-hydroxy-2-methylpropan-2-yl)-6-oxo-1,6-dihydropyridine-3-carboxylateHCID 68820470—
SolventDimethylformamideHCID 6228—
ProductMethyl 1-(1-(tert-butyldimethylsilyloxy)-2-methylpropan-2-yl)-6-oxo-1,6-dihydropyridine-3-carboxylateHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08314087B2
Source datasetuspto-grants-2012_11
ORD IDord-3150e05707a943519dd5d5c2372d7479
Source noteuspto-grants-2012_11