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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333833Generated: October 26, 2026

Sodium Hydroxide → 3-(4-Amino-2-chloro-phenyl)-2-(2-chloro-pyridin-4-yl)-1,1,1-trifluoro-butan-2-ol

https://huagongshe.com/reaction/333833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantDimethylbarbituric acidHCID 69860—
Reactant3-(2-Chloro-4-diallylamino-phenyl)-2-(2-chloro-pyridin-4-yl)-1,1,1-trifluoro-butan-2-olHCID 57421289—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventDichloromethaneHCID 6344—
Product3-(4-Amino-2-chloro-phenyl)-2-(2-chloro-pyridin-4-yl)-1,1,1-trifluoro-butan-2-olHCID 8662910976.5%

Reaction Steps

A solution of 1,3-dimethylbarbituric acid ([CAS Reg. No. 769-42-6], 828 mg), tetrakis(triphenylphosphine) palladium (0) (230 mg) and 3-(2-Chloro-4-diallylamino-phenyl)-2-(2-chloro-pyridin-4-yl)-1,1,1-trifluoro-butan-2-ol (590 mg) in DCM (120 ml) was heated under reflux for 3 h. NaOH (1N aq) was added and extracted with DCM. The combined organic layers were dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash chromatography (silica gel, ethyl acetate/heptane 0:100-50:50) to give the title compound as a light yellow gum (370 mg). MS (m/e)=365.0 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883786B2
Source datasetuspto-grants-2014_11
ORD IDord-d58ce1897b754bd99e6b451a7d5a2c50
Source noteuspto-grants-2014_11