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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 506406Generated: November 2, 2026

Hydrochloric Acid → HCID 86610698, compound

https://huagongshe.com/reaction/506406

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl AcetateHCID 8857—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantHCID 86610697HCID 86610697—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductHCID 86610698HCID 8661069899.3%

Reaction Steps

(2R,4S)-4-{[3,5-Bis(trifluoromethyl)benzyl]-(4-ethoxycarbonyloxazol-2-yl)}amino-2-ethyl-6-methoxy-3,4-dihydro-2H-[1,5]naphthyridine-1-carboxylic acid ethyl ester (200 mg) and lithium hydroxide monohydrate (78 mg) are dissolved in a mixture of methanol (3 ml) and water (500 μl), and the mixture is stirred at room temperature for 2 hours. The reaction solution is acidified by adding 2N aqueous HCl solution, then added ethyl acetate. The organic layer is washed with saturated brine and dried over magnesium sulfate, then concentrated under reduced pressure to give (2R,4S)-4-{[3,5-bis(trifluoromethyl)benzyl]-(4-carboxyoxazol-2-yl)}amino-2-ethyl-6-methoxy-3,4-dihydro-2H-[1,5]naphthyridine-1-carboxylic acid ethyl ester (190 mg). MS (m/z): 617 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07781443B2
Source datasetuspto-grants-2010_08
ORD IDord-7583a1c7fc804be7b2c8d9863354e3ff
Source noteuspto-grants-2010_08