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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 890570Generated: October 30, 2026

Water → 4-[4-(3-Chloro-benzylamino)-pyrimidin-2-yl]-piperazine-1-carboxylic Acid Tert-Butyl Ester

https://huagongshe.com/reaction/890570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantBenzenemethanamine, 3-chloro-HCID 77802—
Reactanttert-Butyl 4-(4-chloropyrimidin-2-yl)piperazine-1-carboxylateHCID 46738270—
SolventEthanolHCID 702—
Product4-[4-(3-Chloro-benzylamino)-pyrimidin-2-yl]-piperazine-1-carboxylic Acid Tert-Butyl EsterHCID 69596315—

Reaction Steps

A mixture of 4-(4-chloro-pyrimidin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester I-2a (100 mg, 0.33 mmol), 3-chlorobenzylamine (0.65 mL, 5.3 mmol) and potassium carbonate (71 mg, 0.67 mmol) in ethanol (5 mL) was heated at reflux for 24 h. The reaction mixture was cooled to room temperature, poured into H2O (15 mL) and extracted with EtOAc (2×18 mL). The combined organic extracts were washed with H2O (2×10 mL), brine, dried (Na2SO4) and concentrated in vacuo. The residue was purified by chromatography using 40% EtOAc in hexane as an eluting solvent to afford the title compound I-4a (93 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06995159B2
Source datasetuspto-grants-2006_02
ORD IDord-7e61ff97973147f2aa0092636b9f3eaa
Source noteuspto-grants-2006_02