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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2067945Generated: October 29, 2026

Acetic Acid → HCID 86602967, compound

https://huagongshe.com/reaction/2067945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant2-Chloro-4-methylpyridineHCID 77248—
ReactantPotassium bis(trimethylsilyl)amideHCID 3251421—
ReactantHCID 68710756HCID 68710756—
SolventTolueneHCID 1140—
ProductHCID 86602967HCID 86602967—

Reaction Conditions

Temperature0 °C

Reaction Steps

1-(4-Methoxy-3-trifluoromethyl-phenyl)-2,5-dimethyl-1H-imidazole-4-carboxylic acid ethyl ester (0.8 g, 2.3 mmol) and 2-chloro-4-methylpyridine (0.36 g, 2.8 mmol) were dissolved in 10 mL toluene. This solution was dropped to a cold (0° C.) mixture of potassium bis(trimethylsilyl)amide (1.17 g, 5.84 mmol) in 15 mL toluene. The reaction mixture was stirred for 90 min. at 0° C. 0.4 mL acetic acid were added, and the mixture extracted with water, saturated NaHCO3-Solution and brine. The aqueous layer was washed with toluene (100 mL). The combined organic extracts were dried with sodium sulfate and filtered. The solvent was evaporated, and the crude product [(0.8 g, 81%), [MS: m/e=424.5 (M+H+)] was used without any further purification for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08293916B2
Source datasetuspto-grants-2012_10
ORD IDord-e2cbc522db054af08cf470ce3e7bb2e2
Source noteuspto-grants-2012_10