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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710081Generated: October 30, 2026

Diisopropylethylamine → 5-Bromo-2-[1-(5-fluoropyrimidin-2-yl)piperidin-4-yl]benzo[d]oxazole

https://huagongshe.com/reaction/710081

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloro-5-fluoropyrimidineHCID 583466—
ReactantWater ethylacetateHCID 22728543—
Reactant5-Bromo-2-(piperidin-4-yl)benzo[d]oxazoleHCID 71114190—
SolventIsopropanolHCID 3776—
Product5-Bromo-2-[1-(5-fluoropyrimidin-2-yl)piperidin-4-yl]benzo[d]oxazoleHCID 71257272—

Reaction Conditions

Temperature90 °C

Reaction Steps

Intermediate 5 (1 g, 3.4 mmol) and 2-Chloro-5-fluoropyrimidine was dissolved in isopropanol (20 ml) and added N,N-diisopropylethyl amine (2.4 ml). This mixture was stirred at 90° C. for 90 mins. Isopropanol was removed on rotavapour to obtain a residue. Work up (EtOAc/H2O) followed by purification on combiflash using a gradient mixture of EtOAc and Petether (7:93) as eluent afforded the titled compound as a pink solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181214B2
Source datasetuspto-grants-2015_11
ORD IDord-69494ba41ebb41318f8b89c386389f2c
Source noteuspto-grants-2015_11