HCID 90418312, compound → HCID 85471825, compound

HRID 2177322Notes

Reaction equation

CS(OCC1C(C2C=CC(Cl)=CC=2)=CSC=1C(F)(F)F)(=O)=O.FC1C(F)=C(O)C(F)=CC=1CCC(OCC)=O.[Cl:40][C:41]1[CH:46]=[CH:45][C:44]([C:47]2[C:48]([CH2:56][O:57][C:58]3[C:63]([F:64])=[CH:62][C:61]([CH2:65][CH2:66][C:67]([O:69]CC)=[O:68])=[C:60]([F:72])[C:59]=3[F:73])=[C:49]([C:52]([F:55])([F:54])[F:53])[S:50][CH:51]=2)=[CH:43][CH:42]=1>>[Cl:40][C:41]1[CH:42]=[CH:43][C:44]([C:47]2[C:48]([CH2:56][O:57][C:58]3[C:63]([F:64])=[CH:62][C:61]([CH2:65][CH2:66][C:67]([OH:69])=[O:68])=[C:60]([F:72])[C:59]=3[F:73])=[C:49]([C:52]([F:53])([F:54])[F:55])[S:50][CH:51]=2)=[CH:45][CH:46]=1

Participants

Reactant 3

HCID 90418312HCID 90418312, compound

HCID 90418715HCID 90418715, compound

HCID 90418875HCID 90418875, compound

Product 1

HCID 85471825HCID 85471825, compound

Procedure

The title compound was prepared according to the procedure described in Example 183 by coupling of [4-(4-chlorophenyl)-2-(trifluoromethyl)thiophen-3-yl]methyl methanesulfonate and ethyl 3-(2,3,5-trifluoro-4-hydroxyphenyl)propanoate followed by hydrolysis of ethyl 3-(4-((4-(4-chlorophenyl)-2-(trifluoromethyl)thiophen-3-yl)methoxy)-2,3,5-trifluorophenyl)propanoate to afford the desired product as an off-white solid. 1H NMR (400 MHz, CDCl3) δ 7.48 (d, J=7.3 Hz, 2H), 7.41 (s, 1H), 7.40 (d, J=7.0 Hz, 2H), 6.75 (m, 1H), 5.07 (s, 2H), 2.95 (t, J=8.1 Hz, 2H), 2.73 (t, J=8.0 Hz, 2H).

Workup

customThe title compound was prepared

Sources & evidence

ORD record: ord-e8a63fc239aa4989b13a1eed5965b614
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09067898B1

Reaction notes

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