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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2189735Generated: October 25, 2026

Cesium carbonate → Ethyl 3-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]propanoate

https://huagongshe.com/reaction/2189735

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantEthyl 3-bromopropionateHCID 68320—
Reactant5-(5-{3-Chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazoleHCID 53239235—
Solvent2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-HCID 81646—
ProductEthyl 3-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]propanoateHCID 59316704—

Reaction Steps

5-(5-{3-Chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazole (D4) (200 mg) was dissolved in DMPU (2.8 ml) and treated with Cs2CO3 (367 mg) followed by ethyl 3-bromopropionate (145 ul). The resultant mixture was heated to 140° C. in a microwave reactor for 1.5 hours. The reaction mixture was then cooled to RT, evaporated to dryness and dissolved in H2O. This solution was extracted with EtOAc (×3) and the combined extracts washed with brine and evaporated to give the title compound (240 mg) as a brown oil. MS (ES): C23H2335ClN4O4 requires 454; found 455 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324254B2
Source datasetuspto-grants-2012_12
ORD IDord-05ca30f0e11b480b8e85c7368d1fca37
Source noteuspto-grants-2012_12