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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 876531Generated: October 30, 2026

Hydrochloric Acid → 1-(2-Hydroxy-3-nitrophenyl)-3-(2-(trifluoromethyl)pyridin-3-yl)propane-1,3-dione

https://huagongshe.com/reaction/876531

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant1-(2-Hydroxy-3-nitrophenyl)-ethanoneHCID 270026—
Reactant2-(Trifluoromethyl)nicotinoyl chlorideHCID 45081951—
SolventPyridineHCID 1049—
Product1-(2-Hydroxy-3-nitrophenyl)-3-(2-(trifluoromethyl)pyridin-3-yl)propane-1,3-dioneHCID 5847727238.1%

Reaction Conditions

Temperature70 °C

Reaction Steps

DBU (334 mg, 2.2 mmol) was added to a solution of 1-(2-Hydroxy-3-nitrophenyl)ethanone 1 (181 mg, 1 mmol) and 2-(trifluoromethyl)pyridine-3-carbonyl chloride 25 (1.1 mmol) in pyridine (3 ml). The mixture was stirred at 70° C. for 12 h, poured into 2N HCl (20 ml) and extracted with EtOAc. The organic layers were dried over Na2SO4, concentrated and purified by preparative TLC (CH2Cl2/EtOAc, 10:1) to give 26 as a yellow solid (135 mg, 38% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987258B2
Source datasetuspto-grants-2015_03
ORD IDord-8d12561489ed4d96aee1642e0e99487e
Source noteuspto-grants-2015_03