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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2065664Generated: October 29, 2026

Hydrochloric Acid → HCID 45256345, compound

https://huagongshe.com/reaction/2065664

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-ChloroquinolineHCID 11928—
ReactantSodium hydrideHCID 24758—
ReactantHCID 67357599HCID 67357599—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 45256345HCID 45256345—

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 2-[1-carboxy-2-(4-hydroxy-phenyl)-ethylamino]-6-chloro-quinoline-3-carboxylic acid (114 mg, 0.294 mmol) (prepared according to the procedure described in Example 34), sodium hydride (60% oil dispersion; 65 mg, 1.44 mmol) and 2-chloroquinoline (118 mg, 0.72 mmol) in dry DMF (1 mL) is stirred for 40 h at 110° C. in closed reaction vial. After cooling, the reaction mixture is poured in water and acidified by aqueous HCl. Precipitate is filtered, washed with water, then with hexane. The residue is treated with methanol and filtered. Filtrate is concentrated under reduced pressure, water is added and the precipitate is recrystallized from a mixture of acetone-water, 4:1, to provide the title compound in low yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288549B2
Source datasetuspto-grants-2012_10
ORD IDord-e8e5ff96c14b470ba3ddcdbcdc3b6705
Source noteuspto-grants-2012_10