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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38463Generated: October 29, 2026

Methanol → HCID 57518500, compound

https://huagongshe.com/reaction/38463

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 57518501HCID 57518501—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57518500HCID 5751850052.4%

Reaction Steps

Aqueous 1N NaOH (11.6 ml, 11.6 mmol) was added to a stirred solution of methyl 4′-({6-(5-carbamoylpyridin-2-yl)-4-oxospiro[chroman-2,4′-piperidin]-1′-yl}carbonyl)-2′,6′-diethoxybiphenyl-4-carboxylate (3.85 g, 5.80 mmol) in THF (40 ml)-MeOH (40 ml) and the mixture was stirred at room temperature for 12 days. After water was added to the mixture, the organic solvents were evaporated under reduced pressure. The aqueous residue was purified by ODS column chromatography eluting with H2O/MeOH and the residue was crystallized from MeOH to give intended compound as a pale red solid. The solid was diluted in H2O and aqueous 1N NaOH, and was purified by ODS column chromatography eluting with H2O/MeOH, and the residue was crystallized from MeOH to give intended compound (2.04 g, 3.04 mmol, 52.4% yield) as a pale red crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524730B2
Source datasetuspto-grants-2013_09
ORD IDord-bd79c9ea186848ac9004f8da1dcfa209
Source noteuspto-grants-2013_09