Methyl 3-(4-(3-chloro-5-(trifluoromethyl)phenyl)oxazol-2-yl)propanoate → Methyl 3-(4-(3-bromo-5-(trifluoromethyl)phenyl)oxazol-2-yl)propanoate

HRID 534851Notes

Reaction equation

HRID 534851 reaction equation
[C:1]([O:9][CH2:10][C:11]([C:13]1[CH:18]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:16]=[C:15]([Br:23])[CH:14]=1)=O)(=O)[CH2:2][CH2:3][C:4]([O:6][CH3:7])=[O:5].ClC1C=C(C2[N:36]=C(CCC(OC)=O)OC=2)C=C(C(F)(F)F)C=1>>[Br:23][C:15]1[CH:14]=[C:13]([C:11]2[N:36]=[C:1]([CH2:2][CH2:3][C:4]([O:6][CH3:7])=[O:5])[O:9][CH:10]=2)[CH:18]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:16]=1

Participants

3

Reactant 2

HCID 66751004Methyl 3-(4-(3-chloro-5-(trifluoromethyl)phenyl)oxazol-2-yl)propanoateHCID 667511272-(3-Bromo-5-(trifluoromethyl)phenyl)-2-oxoethyl methyl succinate

Product 1

HCID 66750877Methyl 3-(4-(3-bromo-5-(trifluoromethyl)phenyl)oxazol-2-yl)propanoateYield 47%

Procedure

The title compound was prepared from 2-(3-bromo-5-(trifluoromethyl)phenyl)-2-oxoethyl methyl succinate (Reference Example 43) by a procedure similar to the one described for methyl 3-(4-(3-chloro-5-(trifluoromethyl)phenyl)oxazol-2-yl)propanoate (Reference Example 36) to provide methyl 3-(4-(3-bromo-5-(trifluoromethyl)phenyl)oxazol-2-yl)propanoate (3.62 g, 47%) as a yellow solid.

Sources & evidence

ORD record
ord-e7c04fbec89540679741e972ea316296
Source dataset
uspto-grants-2014_10
Patent number
US08853215B2

Reaction notes

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