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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620835Generated: November 1, 2026

(S)-3-[4-(2-amino-6-{1-[2-(6-cyanopyridin-3-yl)-phenyl]-2,2,2-trifluoro-ethoxy}-pyrimidin-4-yl)-phenyl]-2-tert-butoxycarbonylamino-propionic acid → (S)-2-amino-3[4-(2-amino-6-{1-[2-(6-cyano-pyridin-3-yl)-phenyl]-2,2,2-trifluoro-ethoxy}-pyrimidin-4-yl)-phenyl]-propionic acid

https://huagongshe.com/reaction/1620835

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-3-[4-(2-amino-6-{1-[2-(6-cyanopyridin-3-yl)-phenyl]-2,2,2-trifluoro-ethoxy}-pyrimidin-4-yl)-phenyl]-2-tert-butoxycarbonylamino-propionic acidHCID 66743498—
SolventDichloromethaneHCID 6344—
SolventTrifluoroacetic acidHCID 6422—
Product(S)-2-amino-3[4-(2-amino-6-{1-[2-(6-cyano-pyridin-3-yl)-phenyl]-2,2,2-trifluoro-ethoxy}-pyrimidin-4-yl)-phenyl]-propionic acidHCID 2502490318.7%

Reaction Steps

80 mg of (S)-3-[4-(2-amino-6-{1-[2-(6-cyanopyridin-3-yl)-phenyl]-2,2,2-trifluoro-ethoxy}-pyrimidin-4-yl)-phenyl]-2-tert-butoxycarbonylamino-propionic acid was dissolved in the solution of 30% trifluoro acetic acid in dichloromethane (5 ml). The mixture was stirred at room temperature for 1 hour. The solvent was evaporated and the residue was purified by preparative HPLC to give 12.6 mg of (S)-2-amino-3[4-(2-amino-6-{1-[2-(6-cyano-pyridin-3-yl)-phenyl]-2,2,2-trifluoro-ethoxy}-pyrimidin-4-yl)-phenyl]-propionic acid. 1H NMR (400 MHz, CD3OD) δ (ppm) 8.86(s, 1H), 8.17(d, J=2 Hz, 1H), 8.15(d, J=2 Hz, 1H), 7.96(m,2H), 7.59(m,1H), 7.36(m, 3H), 6.7(s, 1H), 6.65(d, J=6.8 Hz, 1H), 4.25(m, 1H), 3.47(m, 1H), 3.23(m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772482B2
Source datasetuspto-grants-2014_07
ORD IDord-7995815258194d70bf996892a39c400e
Source noteuspto-grants-2014_07