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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 408555Generated: October 30, 2026

Hydrochloric Acid → HCID 178434236, compound

https://huagongshe.com/reaction/408555

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetronic acidHCID 521261—
Reactant3-Amino-4,4,4-trifluorobut-2-enenitrileHCID 53401096—
ReactantHCID 178434286HCID 178434286—
SolventWaterHCID 962—
Solvent1-PentanolHCID 6276—
ProductHCID 178434236HCID 178434236—

Reaction Conditions

Temperature100 °C

Reaction Steps

100 mg (0.624 mmol) 3-methyl-1H-indazole-5-carbaldehyde (Example 1A) and 62.5 mg (0.624 mmol) furan-2,4(3H,5H)-dione were heated up to reflux in 1-pentanol (3 ml) for 1 h. After addition of 425 mg (3.120 mmol) 3-amino-4,4,4-trifluorobut-2-enenitrile [A. W. Lutz, U.S. Pat. No. 3,635,977], the reaction mixture was stirred at 100° C. for further 4 h. Then, conc. hydrochloric acid (115 μl) and water (350 μl) were added, and the mixture was stirred at 100° C. for another 1 h. After cooling, the mixture was directly purified by RP-HPLC (acetonitrile/water+0.1% TFA gradient) to give 33 mg (14% of th.) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759341B2
Source datasetuspto-grants-2014_06
ORD IDord-b80338c9e80140eba55575f268e977e7
Source noteuspto-grants-2014_06