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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389731Generated: October 30, 2026

Acetonitrile → tert-butyl 4-(4-(4-(ethoxycarbonyl)-2-(1H-indol-4-yl)oxazol-5-yl)phenyl)piperazine-1-carboxylate

https://huagongshe.com/reaction/389731

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantSodium CarbonateHCID 10340—
Reactant1H-Indole-4-boronic acidHCID 2763173—
ReactantEthyl 2-iodo-5-(4-methoxyphenyl)oxazole-4-carboxylateHCID 68518841—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventDichloromethaneHCID 6344—
Producttert-butyl 4-(4-(4-(ethoxycarbonyl)-2-(1H-indol-4-yl)oxazol-5-yl)phenyl)piperazine-1-carboxylateHCID 68520722—

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of ethyl 2-iodo-5-(4-methoxyphenyl)oxazole-4-carboxylate (0.080 g, 0.15 mmol), indole-4-boronic acid (0.048 g, 0.30 mmol), Pd(dppf)2Cl2 (0.006 g, 0.007 mmol) and 1M aq. sodium carbonate (0.31 ml, 0.31 mmol) in acetonitrile (2.5 ml) was heated in the microwave at 150° C. for 15 minutes. The reaction mixture was diluted with DCM and washed with 1M NaOH. The organic phase was passed through a MP-SH cartridge, dried over MgSO4 and the solvent removed in vacuo to afford tert-butyl 4-(4-(4-(ethoxycarbonyl)-2-(1H-indol-4-yl)oxazol-5-yl)phenyl)piperazine-1-carboxylate which was used without further purification. LCMS (1) Rt: 2.61 min; m/z (ES+) 517.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08378095B2
Source datasetuspto-grants-2013_02
ORD IDord-3894aa3daf834437b98af9e59faefc13
Source noteuspto-grants-2013_02