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

HRID 1006410Notes

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.C(O)C.[N:27]1C=CC=CC=1>>[F:14][C:11]1[CH:12]=[CH:13][C:8]([C:6]2[NH:27][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

Reactant 3

HCID 702Ethanol

HCID 1049Pyridine

HCID 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

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-pyridin4-yl-propiornc acid methyl ester and ethanol for pyridine to produce the title compound.

Sources & evidence

ORD record: ord-b68d7b8c242b4d43be7b7532fe7b03ef
Source dataset: uspto-grants-2004_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06790846B2

Reaction notes

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