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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2037543Generated: October 30, 2026

Hydrochloric Acid → HCID 58109336, compound

https://huagongshe.com/reaction/2037543

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantUreaHCID 1176—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 58109438HCID 58109438—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductHCID 58109336HCID 58109336—

Reaction Steps

To a solution of (6S)-6-(3-amino-2-hydroxypropyl)-3-((S)-1-(2′,4′-difluorobiphenyl-4-yl)ethyl)-6-(4-fluorophenyl)-1,3-oxazinan-2-one (300 mg, 0.62 mmol) in H2O (10 mL) was added HCl (12 N, 0.05 mL), urea (372 mg, 6.2 mmol) and EtOH (2 mL). Then the mixture was heated to reflux overnight. The reaction mixture was cooled to rt and adjusted pH to 9˜10 by saturated NaHCO3 solution. The mixture was concentrated and extracted by CH2Cl2. The combined organic layer was dried and concentrated to give the residue, which was purified by preparative HPLC followed by chiral preparative HPLC to give two isomers.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575156B2
Source datasetuspto-grants-2013_11
ORD IDord-dcc207f844564acaab5a9764a09a6a22
Source noteuspto-grants-2013_11