(4-{2-Chloro-4-[(4-trifluoromethyl-phenylamino)-methyl]-phenylsulfanyl}-5,6,7,8-tetrahydro-naphthalen-1-yloxy)-acetic acid ethyl ester → (4-{2-Chloro-4-[(4-trifluoromethyl-phenylamino)-methyl]-phenylsulfanyl}-5,6,7,8-tetrahydro-naphthalen-1-yloxy)-acetic acid

HRID 985065Notes

Reaction equation

HRID 985065 reaction equation
FC(F)(F)C1C=CC(OCC2C=CC(SC3C=CC(OCC(O)=O)=C(C)C=3)=CC=2)=CC=1.C([O:34][C:35](=[O:68])[CH2:36][O:37][C:38]1[C:47]2[CH2:46][CH2:45][CH2:44][CH2:43][C:42]=2[C:41]([S:48][C:49]2[CH:54]=[CH:53][C:52]([CH2:55][NH:56][C:57]3[CH:62]=[CH:61][C:60]([C:63]([F:66])([F:65])[F:64])=[CH:59][CH:58]=3)=[CH:51][C:50]=2[Cl:67])=[CH:40][CH:39]=1)C>>[Cl:67][C:50]1[CH:51]=[C:52]([CH2:55][NH:56][C:57]2[CH:62]=[CH:61][C:60]([C:63]([F:66])([F:64])[F:65])=[CH:59][CH:58]=2)[CH:53]=[CH:54][C:49]=1[S:48][C:41]1[C:42]2[CH2:43][CH2:44][CH2:45][CH2:46][C:47]=2[C:38]([O:37][CH2:36][C:35]([OH:68])=[O:34])=[CH:39][CH:40]=1

Participants

3

Reactant 2

HCID 20768126(4-{2-Chloro-4-[(4-trifluoromethyl-phenylamino)-methyl]-phenylsulfanyl}-5,6,7,8-tetrahydro-naphthalen-1-yloxy)-acetic acid ethyl esterHCID 225550394-[[4-[(4-Trifluoromethylphenoxy)methyl]phenyl]sulfanyl]-2-methylphenoxy-acetic acid

Product 1

HCID 22555031(4-{2-Chloro-4-[(4-trifluoromethyl-phenylamino)-methyl]-phenylsulfanyl}-5,6,7,8-tetrahydro-naphthalen-1-yloxy)-acetic acid

Procedure

The title compound was prepared according to the method described for preparing compound 7, using compound 22.5 as the starting material. MS APSI m/e: 520 (M−H). 1H NMR (400 MHz) (DMSO-d6) δ 13.03 (1H, brs); 7.43 (1H, s); 7.35 (2H, d, J=8.6 Hz); 7.31 (1H, d, J=8.5 Hz); 7.16 (1H, d, J=8.2 Hz); 6.98 (1H, t, J=6.0 Hz); 6.78 (1H, d, J=8.6 Hz); 6.64 (2H, d, J=8.6 Hz); 6.48 (1H, d, J=8.2 Hz); 4.75 (2H, s); 4.26 (2H, d, J=5.9 Hz); 2.66-2.63 (4H, m); 1.66-1.65 (4H, m).

Sources & evidence

ORD record
ord-0a8ce070d1634c10a2e8ef4a33748e3d
Source dataset
uspto-grants-2005_03
Patent number
US06869975B2

Reaction notes

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