Ethanol → 3-(4-Fluorophenyl)-4-(2-methylsulfanyl-pyrimidin-4-yl)-2H-isoxazol-5-one

HRID 896232Notes

Reaction equation

HRID 896232 reaction equation
C([O:3][C:4](=[O:23])[CH:5]([C:15]1[CH:20]=[CH:19][N:18]=[C:17]([S:21][CH3:22])[N:16]=1)[C:6]([C:8]1[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=1)=O)C.COC(=O)C(C1C=CC(F)=CC=1)C(=O)C1C=C[N:32]=CC=1.C(O)C>N1C=CC=CC=1>[F:14][C:11]1[CH:12]=[CH:13][C:8]([C:6]2[NH:32][O:3][C:4](=[O:23])[C:5]=2[C:15]2[CH:20]=[CH:19][N:18]=[C:17]([S:21][CH3:22])[N:16]=2)=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 109346152-(4-Fluorophenyl)-3-oxo-3-pyridin-4-yl-propionic acid methyl esterHCID 121505423-(4-Fluorophenyl)-3-oxo-2-(2-methylsulfanyl-pyrimidin-4-yl)-propionic acid ethyl ester

Product 1

HCID 223499273-(4-Fluorophenyl)-4-(2-methylsulfanyl-pyrimidin-4-yl)-2H-isoxazol-5-one

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Using the procedure from Example 1k set forth above, substitute 3-(4-fluorophenyl)-3-oxo-2-(2-methylsulfanyl-pyrimidin-4-yl)-propionic acid ethyl ester for 2-(4-fluorophenyl)-3-oxo-3-pyridin-4-yl-propionic acid methyl ester and ethanol for pyridine to produce the title compound.

Sources & evidence

ORD record
ord-6c01d2a20f144396b06884f6db92bcca
Source dataset
uspto-grants-2005_07
Patent number
US06919346B2

Reaction notes

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