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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727353Generated: October 30, 2026

Triethylamine → [5-(2-Fluoro-4-pyridyl)-4-(3-methylphenyl)-1,3-thiazol-2-yl]amine

https://huagongshe.com/reaction/1727353

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium BicarbonateHCID 516892—
ReactantThioureaHCID 2723790—
Reactant2-Bromo-2-(2-fluoro-4-pyridyl)-1-(3-methylphenyl)ethanone hydrocbromideHCID 11603477—
SolventAcetonitrileHCID 6342—
Product[5-(2-Fluoro-4-pyridyl)-4-(3-methylphenyl)-1,3-thiazol-2-yl]amineHCID 987896335%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a mixture of 2-bromo-2-(2-fluoro-4-pyridyl)-1-(3-methylphenyl)ethanone hydrobromide and thiourea (3.03 g, 39.8 mmol) in acetonitrile (50 mL) was added triethylamine (5.2 mL, 37.3 mmol), and the mixture was stirred for 2 hours at 80° C. Aqueous sodium hydrogen carbonate solution was poured into the reaction mixture, and the deposited solid was collected by filtration. The resulted solid was washed with water, then, dried. The crude crystal was recrystallized from ethanol to obtain a title compound (3.67 g, yield 35%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495018B2
Source datasetuspto-grants-2009_02
ORD IDord-28d15ba4273f46c4ae2df61e31aacb23
Source noteuspto-grants-2009_02