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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451424Generated: October 26, 2026

Diisopropylethylamine → (4-Benzyl-6-methyl-pyrimidin-2-yl)-[(R)-1-(3-methyl-[1,2,4]thiadiazol-5-yl)-pyrrolidin-3-yl]-amine

https://huagongshe.com/reaction/451424

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(3-Methyl-1,2,4-thiadiazol-5-yl)piperidin-4-amine dihydrochlorideHCID 67344281—
Reactant4-Benzyl-2-chloro-6-methyl-pyrimidineHCID 86633618—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product(4-Benzyl-6-methyl-pyrimidin-2-yl)-[(R)-1-(3-methyl-[1,2,4]thiadiazol-5-yl)-pyrrolidin-3-yl]-amineHCID 67344305—

Reaction Steps

A solution of 1-(3-methyl-[1,2,4]thiadiazol-5-yl)-piperidin-4-ylamine dihydrochloride (54.2 mg, 0.2 mmol), 4-benzyl-2-chloro-6-methyl-pyrimidine (48.1 mg, 0.22 mmol)) and N,N-diisopropylethyl amine (120 L, 0.7 mmol) in dioxane (0.6 mL) was heated at 200° C. in a microwave oven for 1 hour. 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 with EtOAc as eluent. The title compound was obtained as a yellow viscous oil (22 mg, 29%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486967B2
Source datasetuspto-grants-2013_07
ORD IDord-03bba97873c043a796770718b50c609a
Source noteuspto-grants-2013_07