3-(4-(3-Chloro-5-(trifluoromethyl)phenyl)oxazol-2-yl)propanoic acid → 3-(4-(3-(Thiophen-2-yl)-5-(trifluoromethyl)phenyl)oxazol-2-yl)propanoic acid

HRID 534863Notes

Reaction equation

HRID 534863 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:7]=[C:8]([C:16]2[N:17]=[C:18]([CH2:21][CH2:22][C:23]([O:25]C)=[O:24])[O:19][CH:20]=2)[CH:9]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:11]=1.ClC1C=C(C2N=C(CCC(O)=O)OC=2)C=C(C(F)(F)F)C=1>>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:7]=[C:8]([C:16]2[N:17]=[C:18]([CH2:21][CH2:22][C:23]([OH:25])=[O:24])[O:19][CH:20]=2)[CH:9]=[C:10]([C:12]([F:13])([F:14])[F:15])[CH:11]=1

Participants

3

Reactant 2

HCID 667511183-(4-(3-Chloro-5-(trifluoromethyl)phenyl)oxazol-2-yl)propanoic acidHCID 66751326Methyl 3-(4-(3-(thiophen-2-yl)-5-(trifluoromethyl)phenyl)oxazol-2-yl)propanoate

Product 1

HCID 667512363-(4-(3-(Thiophen-2-yl)-5-(trifluoromethyl)phenyl)oxazol-2-yl)propanoic acidYield 71%

Procedure

The title compound was prepared from methyl 3-(4-(3-(thiophen-2-yl)-5-(trifluoromethyl)phenyl)oxazol-2-yl)propanoate (Reference Example 47) by a procedure similar to the one described for 3-(4-(3-chloro-5-(trifluoromethyl)phenyl)oxazol-2-yl)propanoic acid (Reference example 52) to provide 3-(4-(3-(thiophen-2-yl)-5-(trifluoromethyl)phenyl)oxazol-2-yl)propanoic acid (0.094 g, 71%) as a white solid.

Sources & evidence

ORD record
ord-28742808aee547baa46730c94b3add5b
Source dataset
uspto-grants-2014_10
Patent number
US08853215B2

Reaction notes

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