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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714716Generated: October 27, 2026

Ethyl Acetate → 5-(4-Chlorophenyl)-4-cyclopropyl-2-({4-[2-(trifluoromethyl)phenyl]-1H-1,2,3-triazol-1-yl}-methyl)-2,4-dihydro-3H-1,2,4-triazol-3-one

https://huagongshe.com/reaction/714716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium AzideHCID 33557—
Reactant1-Ethynyl-2-(trifluoromethyl)benzeneHCID 4100856—
Reactant2-(Chloromethyl)-5-(4-chlorophenyl)-4-cyclopropyl-2,4-dihydro-3H-1,2,4-triazol-3-oneHCID 67411647—
CatalystCupric acetate monohydrateHCID 165397—
SolventAcetonitrileHCID 6342—
Product5-(4-Chlorophenyl)-4-cyclopropyl-2-({4-[2-(trifluoromethyl)phenyl]-1H-1,2,3-triazol-1-yl}-methyl)-2,4-dihydro-3H-1,2,4-triazol-3-oneHCID 69940376—

Reaction Steps

60 mg (0.21 mmol) of the compound from Example 122A were dissolved in 2 ml of acetonitrile, 14 mg (0.21 mmol) of sodium azide were added and the mixture was stirred at RT for 1 h. 0.4 mg (0.002 mmol) of copper(II) acetate monohydrate and 43 mg (0.25 mmol) of 1-ethynyl-2-(trifluoro-methyl)benzene were then added. The resulting mixture was stirred at RT for 20 h. For work-up, 10 ml of ethyl acetate were added and the mixture was washed twice with in each case 5 ml of water. The organic phase was dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified chromatographically [Method 19]. This gave 48 mg (45% of theory) of the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187466B2
Source datasetuspto-grants-2015_11
ORD IDord-65855bc6aedf41f88f4a5b2e21ce0b19
Source noteuspto-grants-2015_11