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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2219095Generated: November 1, 2026

Water → HCID 18510698, compound

https://huagongshe.com/reaction/2219095

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantHCID 18510681HCID 18510681—
SolventDichloromethaneHCID 6344—
ProductHCID 18510698HCID 1851069827.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

) Methanesulfonyl chloride (0.010 mol) was added to a solution of compound (51) (0.005 mol) and triethylamine (0.013 mol) in CH2Cl2 (100 ml, dried over MgSO4), stirred at 0° C. The resulting reaction mixture was stirred for 1 hour at 10° C. Water was added. The organic layer was separated, dried (MgSO4), filtered and the solvent was evaporated under reduced pressure. The residue was purified by short column chromatography over silica gel (eluent: CH2Cl2/CH3OH 97/3). The pure fractions were collected and the solvent was evaporated under reduced pressure. The residue was crystallized from EtOAc. The precipitate was filtered off, washed with EtOAc, then dried, yielding 0.5 g (27%) of (±)4,5-dihydro-N-[4-(1-phenylethenyl)phenyl]-3-(3-pyridinyl)-5-isoxazolecarboxamide (compound 378).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07414048B2
Source datasetuspto-grants-2008_08
ORD IDord-94b355b7a1cb4443a01c20ccf8add477
Source noteuspto-grants-2008_08