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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 494936Generated: October 30, 2026

Water → HCID 57682767, compound

https://huagongshe.com/reaction/494936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 11582846HCID 11582846—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 57682767HCID 57682767—

Reaction Steps

65 mg of 1-(1-(2-(6-methoxy-3-methylbenz[d]isoxazol-7-yl)ethyl)piperidin-4-yl)-1H-indole-6-carboxamide obtained in Example 1 was dissolved in 1 ml of N,N-dimethylformamide, and then, 7.2 mg of 60% sodium hydride was added thereto. The reaction solution was stirred at room temperature for 5 minutes, and 11.2 μl of methyl iodide was then added to the reaction solution. After completion of the reaction, water and ethyl acetate were added to the reaction solution, so as to separate an organic layer. The obtained organic layer was washed with a saturated sodium bicarbonate aqueous solution and then dried over anhydrous magnesium sulfate. After removing the drying agent by filtration, the organic layer was concentrated under a reduced pressure. The residue was purified by NH silica gel column chromatography (hexane/ethyl acetate), so as to obtain 17 mg of the subject compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07538123B2
Source datasetuspto-grants-2009_05
ORD IDord-00f97caae6ee48579d32c90023f22dce
Source noteuspto-grants-2009_05