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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451433Generated: October 30, 2026

Diisopropylethylamine → HCID 53353524, compound

https://huagongshe.com/reaction/451433

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Bromo-5-chloro-1,2,4-thiadiazoleHCID 2725053—
Reactant(4-Benzyl-6-methyl-pyrimidin-2-yl)-piperidin-4-yl-amine hydrochlorideHCID 67344140—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 53353524HCID 53353524—

Reaction Steps

A solution of (4-benzyl-6-methyl-pyrimidin-2-yl)-piperidin-4-yl-amine hydrochloride (125 mg, 0.39 mmol), 3-bromo-5-chloro-[1,2,4]thiadiazol (39 mg, 0.19 mmol) and N,N-diisopropylethyl amine (66 L, 0.39 mmol) in tetrahydrofurane (3 mL) was heated to 95° C. 4.5 hours. The reaction was diluted with water and extracted twice with ethyl acetate. The combined organic layers were washed with saturated aqueous NaCl solution, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel using a gradient from CH2Cl2 to CH2Cl2/MeOH 19:1 (v/v) as eluent. The title compound was obtained as a colorless oil (84 mg, 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486967B2
Source datasetuspto-grants-2013_07
ORD IDord-1dc31b0d98854a9eb3ed1481c3cfe4d5
Source noteuspto-grants-2013_07