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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451434Generated: October 30, 2026

Diisopropylethylamine → 2-{6-(4-Chloro-benzyl)-2-[1-(5-methyl-[1,3,4]oxadiazol-2-yl)-piperidin-4-ylamino]-pyrimidin-4-yl}-propan-2-ol

https://huagongshe.com/reaction/451434

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(5-Methyl-[1,3,4]oxadiazol-2-yl)-piperidin-4-ylamineHCID 67344622—
Reactant2-[2-Chloro-6-(4-chloro-benzyl)-pyrimidin-4-yl]-propan-2-olHCID 86656701—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product2-{6-(4-Chloro-benzyl)-2-[1-(5-methyl-[1,3,4]oxadiazol-2-yl)-piperidin-4-ylamino]-pyrimidin-4-yl}-propan-2-olHCID 53353525—

Reaction Steps

A solution of 1-(5-methyl-[1,3,4]oxadiazol-2-yl)-piperidin-4-ylamine (50 mg, 0.27 mmol), 2-[2-chloro-6-(4-chloro-benzyl)-pyrimidin-4-yl]-propan-2-ol (81.5 mg, 0.27 mmol)) and N,N-diisopropylethylamine (71 L, 0.41 mmol) in dioxane (2.8 mL) was heated at 160° C. in a microwave oven for 6 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 foam (31 mg, 26%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486967B2
Source datasetuspto-grants-2013_07
ORD IDord-04d5fe992e4b492aa9872be1102e5467
Source noteuspto-grants-2013_07