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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1053124Generated: October 28, 2026

Triethylsilane → HCID 77105956, compound

https://huagongshe.com/reaction/1053124

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylsilaneHCID 12052—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 90273378HCID 90273378—
SolventWaterHCID 962—
SolventTrifluoroacetic acidHCID 6422—
ProductHCID 77105956HCID 77105956—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 4-{5-[2-amino-5-(1-methyl-1H-indol-5-yl)-pyridin-3-yl]-[1,3,4]oxadiazol-2-yl}-piperidine-1-carboxylic acid tert-butyl ester (300 mg, 0.63 mmol) in TFA (2.0 mL) at 0° C. was added triethylsilane (146 mg, 1.26 mmol) drop-wise over a period of 5 min, and stirred for 2 h at 0° C. The reaction was diluted with water (20 mL), neutralized with saturated aqueous NaHCO3 solution and extracted with ethyl acetate (3×20 mL). The organic layer was washed with brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure to obtain crude product. Crude product was purified by washing with diethyl ether and hexane to afford the title compound as a yellow solid:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09393248B1
Source datasetuspto-grants-2016_07
ORD IDord-2c561ea5e1f04d988bd0fdef90f57258
Source noteuspto-grants-2016_07