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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2045953Generated: October 31, 2026

Water → 1-{5-[5-(3,5-Dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-3-methyl-thiophen-2-yl}-ethylamine

https://huagongshe.com/reaction/2045953

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriphenylphosphineHCID 11776—
Reactant3-[5-(1-Azido-ethyl)-4-methyl-thiophen-2-yl]-5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazoleHCID 86681291—
SolventTetrahydrofuranHCID 8028—
Product1-{5-[5-(3,5-Dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-3-methyl-thiophen-2-yl}-ethylamineHCID 6658729437.7%

Reaction Steps

Water (2 ml) is added to a mixture of 3-[5-(1-azido-ethyl)-4-methyl-thiophen-2-yl]-5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazole (0.80 g) and triphenylphosphine (0.93 g) in tetrahydrofuran (9 ml). After 18 hours at 50° C., the reaction mixture is concentrated in vacuo. The crude product is purified on a semi-preparative HPLC to yield 1-{5-[5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-3-methyl-thiophen-2-yl}-ethylamine (0.284 g) as an orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592418B2
Source datasetuspto-grants-2013_11
ORD IDord-8b9e6180f5af43ddbd16d33795795f67
Source noteuspto-grants-2013_11