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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1517341Generated: November 3, 2026

(Diethylamino)sulfur trifluoride → HCID 25261471, compound

https://huagongshe.com/reaction/1517341

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Diethylamino)sulfur trifluorideHCID 123472—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 68561425HCID 68561425—
SolventDichloromethaneHCID 6344—
ProductHCID 25261471HCID 2526147139.2%

Reaction Conditions

Temperature-78 °C

Reaction Steps

(Diethylamino)sulfur trifluoride (DAST, 34 μL, 0.260 mmol) was added at −78° C. to a dichloromethane (5 mL) solution of the tert-butyl 4-[(6-{5-[(2-hydroxyethyl)sulfonyl]indolin-1-yl}pyrimidin-4-yl)oxy]piperidine-1-carboxylate (43.1 mg, 0.0855 mmol) produced in Example 84, and the mixture was stirred at −78° C. for 1 hour and further stirred for 30 minutes with heating to 0° C. To the reaction solution, a saturated aqueous solution of sodium bicarbonate was added, followed by extraction with ethyl acetate three times. The obtained organic layer was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1-7:3, V/V) to obtain the title compound as white foam (17.0 mg, yield: 39%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08232287B2
Source datasetuspto-grants-2012_07
ORD IDord-f0b451f1b5d04fef8c6426fcfc89daea
Source noteuspto-grants-2012_07