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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 574141Generated: October 29, 2026

Trifluoromethanesulfonic anhydride → Methyl {3-(4-chlorophenyl)-5-oxo-4-[(1E)-3,3,3-trifluoroprop-1-en-1-yl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetate

https://huagongshe.com/reaction/574141

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoromethanesulfonic anhydrideHCID 67749—
ReactantMethyl {3-(4-chlorophenyl)-5-oxo-4-[(2R)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetateHCID 59536753—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventPyridineHCID 1049—
ProductMethyl {3-(4-chlorophenyl)-5-oxo-4-[(1E)-3,3,3-trifluoroprop-1-en-1-yl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetateHCID 59536880—

Reaction Steps

At RT, 280 mg (0.74 mmol) of the compound of Example 7A were initially charged together with 108 mg (0.89 mmol) of 4-dimethylaminopyridine in 5.3 ml of pyridine, 0.31 ml of trifluoromethanesulphonic anhydride (1.84 mmol) was added in portions and the mixture was stirred for 12 h. The pyridine was removed on a rotary evaporator. The residue was taken up in acetonitrile and 1N hydrochloric acid and purified by preparative HLPC [Method 9]. This gave 230 mg (86% of theory) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034855B2
Source datasetuspto-grants-2015_05
ORD IDord-6489ad2aef9c4eb98cdb21e16d3945ac
Source noteuspto-grants-2015_05