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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 853020Generated: October 30, 2026

Diisopropylethylamine → HCID 178466912, compound

https://huagongshe.com/reaction/853020

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-(3-Fluorophenyl)ethanamineHCID 533928—
Reactant5-(4-Ethoxy-quinolin-6-ylmethylene)-2-methylsulfanyl-thiazol-4-oneHCID 69466777—
ProductHCID 178466912HCID 17846691271.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

The suspension of 5-(4-ethoxy-quinolin-6-ylmethylene)-2-methylsulfanyl-thiazol-4-one (example 40b) (100 mg, 0.3 mmol), m-fluorophenylethylamine (80 ul, 0.6 mmol) and DIEA (0.10 mL, 0.6 mmol) in acetoniltile (2 mL) was stirred under at 80° C. for 3 h. After cooling to room temperature, the solid was collected by filtration, washed with a little bit of acetonitrile and dried. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 0%-5% methanol in methylene chloride in 30 min) afforded 5-(4-ethoxy-quinolin-6-ylmethylene)-2-[2-(3-fluoro-phenyl)-ethylamino]-thiazol-4-one (90 mg, 70%) as a light yellow solid: LC-MS m/e 422 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07253285B2
Source datasetuspto-grants-2007_08
ORD IDord-99cb29f8a0324cdea6046f8a37c6969d
Source noteuspto-grants-2007_08