3-(4-Chloro-2-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester → HCID 68445569, compound

HRID 332484Notes

Reaction equation

HRID 332484 reaction equation
C([O:3][C:4]([C:6]1[C:7]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=2[F:19])=[N:8][O:9][C:10]=1[CH3:11])=O)C.C(OC(C1C(C2C=CC=CC=2F)=NOC=1C)=O)C>>[Cl:18][C:15]1[CH:16]=[CH:17][C:12]([C:7]2[C:6]([CH2:4][OH:3])=[C:10]([CH3:11])[O:9][N:8]=2)=[C:13]([F:19])[CH:14]=1

Participants

3

Reactant 2

HCID 684426343-(4-Chloro-2-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid ethyl esterHCID 68442729Ethyl 3-(2-fluorophenyl)-5-methylisoxazole-4-carboxylate

Product 1

HCID 68445569HCID 68445569, compoundYield 43.5%

Procedure

As described for example 84d, 3-(4-chloro-2-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester (6.3 g, 20 mmol) was converted, instead of 3-(2-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester, to the title compound (2.1 g, 43%) which was obtained as an orange solid. MS: m/e=242.2 [M+H]+.

Sources & evidence

ORD record
ord-fa96987a68ae48348deff61a353029c9
Source dataset
uspto-grants-2014_11
Patent number
US08877783B2

Reaction notes

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