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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1400236Generated: November 1, 2026

Water → Ethyl 2-(benzo[d]oxazol-2-yl)nicotinate

https://huagongshe.com/reaction/1400236

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantEthyl chloronicotinateHCID 2796614—
Reactant2-(Tributylstannyl)-1,3-benzoxazoleHCID 3766586—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventDimethylformamideHCID 6228—
ProductEthyl 2-(benzo[d]oxazol-2-yl)nicotinateHCID 67540260200.6%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of ethyl 2-chloronicotinate (100 mg, 0.539 mmol), 2-(tributylstannyl)benzo[d]oxazole (314 mg, 0.539 mmol) and [1,1′-bis(diphenylphosphino) ferrocene]-dichloropalladium (II) (39.4 mg, 0.054 mmol) in DMF (2 mL) was heated to 110° C. for 1 h by applying microwave radiation to the mixture. The reaction was repeated on the same scale and the thus obtained reaction mixtures obtained were combined. Excess water and EtOAc were added. The organic layer was separated and the aqueous layer was extracted with EtOAc. The combined organic layers were washed with water and dried over MgSO4. Purification by flash column chromatography (EtOAc/DCM, gradient: 1-10% DCM) provided the title compound (290 mg, 90%);

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906941B2
Source datasetuspto-grants-2014_12
ORD IDord-8b32846cd97c4771ad22c5df00e11639
Source noteuspto-grants-2014_12