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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 880809Generated: October 29, 2026

N,N-Diethylaniline → 4-Chloro-6-methoxy-2-(4-trifluoromethyl-thiazol-2-yl)-pyrimidine

https://huagongshe.com/reaction/880809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-DiethylanilineHCID 7061—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 178494417HCID 178494417—
Product4-Chloro-6-methoxy-2-(4-trifluoromethyl-thiazol-2-yl)-pyrimidineHCID 5828267045%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a stirred solution of compound 289 (2.38 g, 1 eq.) in POCl3 (7.2 mL) was added N,N-diethylaniline (2.17 g, 1.7 eq.). The mixture was stirred at 110° C. for 16 hrs. The reaction was cooled down to room temperature and poured dropwise into an ice/water mixture. The aqueous solution was extracted with DCM. Organics were dried over Na2SO4, filtered, concentrated under reduced pressure, and purified by silica gel chromatography to yield compound 290 as an orange solid in 45% yield. MS (ESI, EI+): m/z=296 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08993595B2
Source datasetuspto-grants-2015_03
ORD IDord-e11406a9ac824be4bb0d696878f921b8
Source noteuspto-grants-2015_03