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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2389282Generated: October 31, 2026

Triethylsilane → HCID 67458520, compound

https://huagongshe.com/reaction/2389282

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylsilaneHCID 12052—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 67454366HCID 67454366—
SolventTrifluoroacetic acidHCID 6422—
ProductHCID 67458520HCID 6745852064.3%

Reaction Steps

Under an argon atmosphere, a free base of Compound 48 (57 mg, 0.14 mmol) obtained in Example 48 was dissolved in trifluoroacetic acid (1 mL), and triethylsilane (91 μL, 0.57 mmol) was added thereto, and then, the mixture was stirred overnight at room temperature. Under ice-cooling, an aqueous sodium hydrogen carbonate solution was added to the mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=80/20) to give a free base of the title compound (35 mg, 0.09 mmol, yield: 64%). Then, the obtained free base was treated with 4 mol/L hydrogen chloride-ethyl acetate to give the title compound 51 (30 mg, 0.07 mmol, yield: 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273738B2
Source datasetuspto-grants-2012_09
ORD IDord-30314ea611ca4603a422810a1487ef9f
Source noteuspto-grants-2012_09