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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2045959Generated: October 31, 2026

Trifluoroacetic acid → HCID 54767065, compound

https://huagongshe.com/reaction/2045959

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
ReactantCyclopropanecarboxamideHCID 80376—
ReactantHCID 86681295HCID 86681295—
SolventTolueneHCID 1140—
ProductHCID 54767065HCID 5476706578.3%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 3-methyl-5-[5-(3,4,5-trichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-furan-2-carbaldehyde (100 mg), cyclopropanecarboxamide (61 mg), trifluoroacetic acid (54 μl) and triethylsilane (112 μl) in toluene (2 ml) is refluxed at 110° C. After 4 hours 30 minutes the reaction mixture is concentrated in vacuo. The crude product is purified on a semi-preparative HPLC to yield cyclopropanecarboxylic acid {3-methyl-5-[5-(3,4,5-trichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-furan-2-ylmethyl}-amide (91 mg, compound 3.1 in Table 3) as a white solid. MS (HPLC/MS): 495 (MH+). Retention time: 2.08 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592418B2
Source datasetuspto-grants-2013_11
ORD IDord-fd94b0cfe3784b01baad5d3d8bd9b4cc
Source noteuspto-grants-2013_11