Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451415Generated: October 31, 2026

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

https://huagongshe.com/reaction/451415

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(6-Methylpyrimidin-4-yl)piperidin-4-amine dihydrochlorideHCID 67342133—
Reactant2-[2-Chloro-6-(4-chloro-benzyl)-pyrimidin-4-yl]-propan-2-olHCID 86656701—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Solvent1,4-DioxaneHCID 31275—
Product2-{6-(4-Chloro-benzyl)-2-[1-(6-methyl-pyrimidin-4-yl)-piperidin-4-ylamino]-pyrimidin-4-yl}-propan-2-olHCID 53353339—

Reaction Conditions

Temperature160 °C

Reaction Steps

To a solution of 1-(6-methyl-pyrimidin-4-yl)-piperidin-4-ylamine dihydrochloride (53 mg, 0.2 mmol) and N,N-diisopropylethyl amine (120 L, 0.7 mmol) in N-methyl-pyrrolidinone (0.5 mL) was added a solution of 2-[2-chloro-6-(4-chloro-benzyl)-pyrimidin-4-yl]-propan-2-ol (65.4 mg, 0.22 mmol)) in dioxane (1.5 mL). The reaction was heated at 160° C. in a microwave oven for 5 hours. The reaction was diluted with water and extracted twice with ethyl acetate. The combined organic layers were washed with water, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel using a gradient from AcOEt to AcOEt/EtOH 9:1 (v/v) as eluent. The title compound was obtained as a white solid (27 mg, 30%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486967B2
Source datasetuspto-grants-2013_07
ORD IDord-649f495cb4e046c3b1dc68efbc5e8599
Source noteuspto-grants-2013_07