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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1877435Generated: October 31, 2026

Hydrochloric Acid → HCID 67367161, compound

https://huagongshe.com/reaction/1877435

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantTetrahydrofuranHCID 8028—
ReactantHCID 59294520HCID 59294520—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductHCID 67367161HCID 6736716182.6%

Reaction Steps

To a solution of 2,5-dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-2-yloxy]-benzoic acid methyl ester (50 mg, 0.10 mmol, 1.0 equiv; Example 182) in a 2:2:1 mixture of THF, methanol and water (2 mL) was added lithium hydroxide (4.8 mg, 0.20 mmol, 2.0 equiv; [CAS RN 1310-65-2]) and the reaction mixture stirred at rt over night. The crude reaction product was taken up in water (50 mL), acidified to pH 1 by addition of a solution of 1 M HCl and extracted with ethyl acetate (3×40 mL). The combined organic phases were dried over MgSO4 and the product purified by silica column chromatography using a MPLC system (CombiFlash Companion, Isco Inc.) eluting with a gradient of heptane/ethyl acetate to give 40 mg (82%) of the title compound as a light yellow solid. MS (ISN): 482.0 [M−H]−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309734B2
Source datasetuspto-grants-2012_11
ORD IDord-0408d2569ce144e4adeaa72207543736
Source noteuspto-grants-2012_11