HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539756Generated: October 31, 2026
Acetic Acid → 5-(6-Chloroimidazo[1,2-a]pyridin-2-yl)-2-(trifluoromethyl)aniline
https://huagongshe.com/reaction/539756
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 6-Chloro-2-[3-nitro-4-(trifluoromethyl)phenyl]imidazo[1,2-a]pyridine | HCID 67982971 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Water ethanol | HCID 19096565 | — |
| Product | 5-(6-Chloroimidazo[1,2-a]pyridin-2-yl)-2-(trifluoromethyl)aniline | HCID 57516270 | 96.2% |
Reaction Steps
Iron (0.140 g) is added to a mixture of 6-chloro-2-[3-nitro-4-(trifluoromethyl)phenyl]imidazo[1,2-a]pyridine (0.171 g), HOAc (0.230 mL) and EtOH—H2O (2 mL, 4:1). The mixture is stirred at 80° C. for 2 hours, then cooled, concentrated, taken into sat. NaHCO3 aqueous solution, extracted with EtOAc and CH2Cl2. Organics are dried and concentrated to give the title compound (150 mg, 96% yield), which is used without further purification. LCMS m/z=312.4 [M+H]+, tR=1.96 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08871767B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-a49cbce4b43c4cb5b1ef272676a7f334 |
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| Source note | uspto-grants-2014_10 |
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