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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1366366Generated: October 29, 2026

Ethanol → 2-{3-(4-Hydroxyphenyl)-5-[(morpholin-4-ylamino)carbonylamino]-4-oxoindeno[3,2-c]pyrazol-2-yl}acetic acid

https://huagongshe.com/reaction/1366366

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium HydroxideHCID 14798—
Reactant1,4-DioxaneHCID 31275—
ReactantEthyl 2-{3-(4-hydroxyphenyl)-5-[(morpholin-4-ylamino)carbonylamino]-4-oxoindeno[3,2-c]pyrazol-2-yl}acetateHCID 136352541—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
Product2-{3-(4-Hydroxyphenyl)-5-[(morpholin-4-ylamino)carbonylamino]-4-oxoindeno[3,2-c]pyrazol-2-yl}acetic acidHCID 135774021—

Reaction Steps

Compound 37 (1.2 g, 2.4 mmol)was dissolved in 60 ml 3:2:1; dioxane:ethanol:DMSO and 12 ml 0.5 N NaOH added and the reaction became red. The reaction mixture was stirred at room temperature for one hour, diluted with EtOAc and washed with 1 N HCl. The aqueous layer was back extracted once with ethyl acetate and the combined organic layers dried over MgSO4 and concentrated to an orange solid. The solid was triturated with 10 ml MeOH/100 ml Et2O, filtered off and dried to a solid (1.1 g, 2.4 mmol, 100%, compound 38: designated G7).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893057B2
Source datasetuspto-grants-2011_02
ORD IDord-e7bbe1b4fcc542f595265cb63d692397
Source noteuspto-grants-2011_02