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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1471945Generated: October 30, 2026

Amantadine → N2-[4-(dimethylphosphoryl)phenyl]-N'-(tricyclo[3.3.1.13,7]dec-1-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine

https://huagongshe.com/reaction/1471945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmantadineHCID 2130—
ReactantTriethylamineHCID 8471—
Reactant4-chloro-N-[4-(dimethylphosphoryl)phenyl]-5-(trifluoromethyl)pyrimidin-2-amineHCID 86668788—
SolventEthanolHCID 702—
ProductN2-[4-(dimethylphosphoryl)phenyl]-N'-(tricyclo[3.3.1.13,7]dec-1-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamineHCID 681650768%

Reaction Steps

To a solution of 4-chloro-N-[4-(dimethylphosphoryl)phenyl]-5-(trifluoromethyl)pyrimidin-2-amine (prepared as in Example 1: 27 mg, 0.078 mmol) in 1.5 mL of ethanol was added 10 μL of triethylamine and 1-Adamantanamine (12 mg, 0.078 mmol). The mixture was microwave at 120 degrees for 20 minutes. The reaction mixture was filtered through a syringe filter and purified by prep-HPLC (Waters Sunfire C18 column with ACN/water mobile phases) to yield a white solid as product (3 mg, 8% yield.) MS/ES+: m/z=465.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012462B2
Source datasetuspto-grants-2015_04
ORD IDord-c94759b9132b4571b4872596f0bffb66
Source noteuspto-grants-2015_04