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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 558583Generated: October 29, 2026

Chloroacetaldehyde → 8-Trifluoromethyl-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridine

https://huagongshe.com/reaction/558583

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetaldehydeHCID 33—
ReactantWaterHCID 962—
ReactantSodium BicarbonateHCID 516892—
Reactant3-Trifluoromethyl-5-(4-trifluoromethyl-phenyl)-pyridin-2-ylamineHCID 86611623—
SolventEthanolHCID 702—
Product8-Trifluoromethyl-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridineHCID 8660800969%

Reaction Steps

To a mixture of 3-trifluoromethyl-5-(4-trifluoromethyl-phenyl)-pyridin-2-ylamine (12.77 g, 42 mmol) and NaHCO3 (5.96 g, 71 mmol) in EtOH (300 mL) was added chloracetaldehyde solution 55% in water (22 mL, 188 mmol), then refluxed overnight. The reaction mixture was concentrated and purified by column chromatography (CH2Cl2/Et2O 1:1) to give the product as a white crystalline solid (9.6 g, 69%). MS (ISP) 331.1 [(M+H)+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063048B2
Source datasetuspto-grants-2011_11
ORD IDord-16ae0bc39cd14fa999f574b71caeed49
Source noteuspto-grants-2011_11