HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1517341Generated: November 3, 2026
(Diethylamino)sulfur trifluoride → HCID 25261471, compound
https://huagongshe.com/reaction/1517341
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | (Diethylamino)sulfur trifluoride | HCID 123472 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 68561425 | HCID 68561425 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 25261471 | HCID 25261471 | 39.2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08232287B2 |
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| Source dataset | uspto-grants-2012_07 |
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| ORD ID | ord-f0b451f1b5d04fef8c6426fcfc89daea |
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| Source note | uspto-grants-2012_07 |
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