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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619156Generated: November 2, 2026

Water → 6'-(2-Methyl-5-(1,3,4-oxadiazol-2-yl)phenyl)spiro[cyclopentane-1,3'-indolin]-2'-one

https://huagongshe.com/reaction/1619156

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrimethyl orthoformateHCID 9005—
Reactant4-Methyl-3-(2'-oxospiro[cyclopentane-1,3'-indoline]-6'-yl)benzohydrazideHCID 58170462—
SolventAcetic AcidHCID 176—
Product6'-(2-Methyl-5-(1,3,4-oxadiazol-2-yl)phenyl)spiro[cyclopentane-1,3'-indolin]-2'-oneHCID 4425081860.3%

Reaction Conditions

Temperature150 °C

Reaction Steps

A stirred mixture of 4-methyl-3-(2′-oxospiro[cyclopentane-1,3′-indoline]-6′-yl)benzohydrazide (preparation 53, 0.16 g, 0.24 mmol) and trimethylorthoformate (0.24 mL, 1.44 mmol) in acetic acid (3 mL) were heated to 150° C. in a sealed tube. After 3 hours, the mixture was cooled, poured into water and extracted with ethyl acetate. The organic layer was washed with water, brine, dried (MgSO4) and evaporated in vacuo. Purification of the residue by flash chromatography (1:1 hexanes/ethyl acetate) gave the title compound (0.05 g, 60%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772288B2
Source datasetuspto-grants-2014_07
ORD IDord-6d337581212d468ea1c8b5354951c013
Source noteuspto-grants-2014_07