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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2300627Generated: October 31, 2026

1-(4-Fluorophenyl)pentane-1,3-dione → (2S)-2-{[(Z)-1-ethyl-3-(4-fluorophenyl)-3-oxo-1-propenyl]amino}-3-(4-{2-[2(4-fluorophenyl)-5-methyl-1,3-oxazol-4-yl]ethoxy}phenyl)propanoic acid

https://huagongshe.com/reaction/2300627

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(4-Fluorophenyl)pentane-1,3-dioneHCID 12547761—
Reactant(2S)-2-amino-3-(4-{2-[2-(4-fluorophenyl)-5-methyl-1,3-oxazol-4-yl]ethoxy}phenyl)propanoic acidHCID 70159586—
Product(2S)-2-{[(Z)-1-ethyl-3-(4-fluorophenyl)-3-oxo-1-propenyl]amino}-3-(4-{2-[2(4-fluorophenyl)-5-methyl-1,3-oxazol-4-yl]ethoxy}phenyl)propanoic acidHCID 9872523—

Reaction Steps

The title compound was prepared (as described above for the preparation of Example 2) from 500 mg (1.56 mmol) of Intermediate 46 and 315 mg (1.56 mmol) of Intermediate 32 to yield 412 mg of Example 9: TLC (DCM/MeOH, 4/1): Rf=0.53; 1H NMR (DMSO-d6, 300 MHz) δ11.53 (d, 1H, J=9.3), 7.99 (m, 2H), 7.95 (m, 2H), 7.39 (t, 2H, J=8.7), 7.26 (t, 2H, J=8.7), 7.17 (d, 2H, J=8.1), 6.86 (d, 2H, J=8.1), 5.60 (s, 1H), 4.20 (t, 2H, J=6.6), 4.12 (m, 1H), 3.21 (m, 2H), 2.94 (t, 2H, J=6.6), 2.78 (dd, 1H, J=13.8, 8.4), 2.38 (s, 3H), 2.05 (m, 2H), 0.96 (t, 3H, J=7.5); low resolution MS (ES+)m/e 561.4 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06498174B1
Source datasetuspto-grants-2002_12
ORD IDord-e8043551f7514b8592378a2f98a2698e
Source noteuspto-grants-2002_12