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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1798228Generated: November 1, 2026

Hydrochloric Acid → HCID 58292697, compound

https://huagongshe.com/reaction/1798228

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 58292872HCID 58292872—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58292697HCID 5829269782%

Reaction Steps

To a solution of [6-(3-cyano-pyrazin-2-yloxy)-1-hydroxy-4-methyl-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid ethyl ester (100 mg, 0.283 mmol) in THF (3 mL) was added NaOH (1N in H2O, 2.0 mL). The resulting solution was stirred at room temperature overnight. The mixture was diluted with H2O and acidified to pH 3 with 1N HCl at 0° C. The resulting mixture was extracted with ethyl acetate. The organic phase was separated, dried (Na2SO4), and concentrated. The crude mixture was purified by prep HPLC to give the title compound (150 mg, 82%) as a white solid. 1H NMR (CD3OD) δ 8.33 (d, 1H), 8.23 (d, 1H), 7.20 (d, 1H), 7.08 (d, 1H), 5.64 (dd, 1H), 3.15 (dd, 1H), 2.34 (s, 3H), 2.26 (dd, 1H). MS found: (M+H)+: 345.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08343944B2
Source datasetuspto-grants-2013_01
ORD IDord-39fe3237595a45cba686531eeeb0db2b
Source noteuspto-grants-2013_01