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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 925954Generated: October 30, 2026

Hydrochloric Acid → HCID 178488936, compound

https://huagongshe.com/reaction/925954

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium IodideHCID 5238—
ReactantCesium trichlorideHCID 20975861—
Reactant2-(4-Isopropyl-thiazol-2-yl)-6-methoxy-4-(4-methoxy-benzyloxy)-8-methyl-quinolineHCID 66650882—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductHCID 178488936HCID 17848893655%

Reaction Steps

Compound 222f (1.23 g, 2.82 mmol), cesium trichloride (1.58 g, 4.23 mmol), and sodium iodide (423 mg, 2.82 mmol) in ACN (26 mL) were stirred at 85° C. for 1 hr. The mixture was then filtered through celite and the solvent was evaporated. The brown solid obtained was suspended in water, pH was adjusted at 5 with 1N HCl. The mixture was extracted with DCM, dried over Na2SO4, filtered, concentrated under reduced pressure, and purified by chromatography on silica gel (petroleum ether/DCM) to yield compound 218f as a brown solid in 55% yield. 1H NMR (CDCl3, 400 MHz) δ (ppm) 1.40 (d, J=6.91 Hz, 6H), 2.80 (s, 3H), 3.17-3.24 (m, 1H), 3.89 (s, 3H), 7.00 (s, 1H), 7.21 (m, 1H), 7.55 (s, 1H), 7.79 (s, 1H), 9.56 (brs, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284307B2
Source datasetuspto-grants-2016_03
ORD IDord-c34fafa2ea2944dbaff1ef08687a4698
Source noteuspto-grants-2016_03