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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 14945Generated: October 28, 2026

Tyramine → 1-(3-{2-[2-(4-Hydroxy-phenyl)-ethylamino]-pyrimidin-4-yl}-benzyl)-piperazine-2-carbonitrile

https://huagongshe.com/reaction/14945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTyramineHCID 5610—
ReactantHCID 86603322HCID 86603322—
Product1-(3-{2-[2-(4-Hydroxy-phenyl)-ethylamino]-pyrimidin-4-yl}-benzyl)-piperazine-2-carbonitrileHCID 67045623—

Reaction Steps

Intermediate 139 was coupled with tyramine following procedure F. The resulting product was deprotected following procedure G2. LC-MS showed the product had the expected M+H+−CN of 388. 1H NMR (Varian 300 MHz, CD3OD, shifts relative to the solvent peak at 3.3 ppm) δ 8.32 (d, 1H) 8.27 (s, 1H) 8.23 (d, 1H) 7.75 (d, 1H) 7.62 (t, 1H) 7.55 (d, 1H) 7.14 (d, 2H) 6.71 (d, 2H) 4.38 (s, 2H) 3.92 (dd, 1H) 3.80 (d, 2H) 3.40 (t, 2H) 3.24 (t, 2H) 2.95 (t, 2H) 2.84 (t, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732444B2
Source datasetuspto-grants-2010_06
ORD IDord-171083ccf2ce4b4180735780a90193f9
Source noteuspto-grants-2010_06