Thionyl Chloride → HCID 22280029, compound

HRID 1063692Notes

Reaction equation

HRID 1063692 reaction equation
ClCC1C=CC(C2C=CC(C(F)(F)F)=CC=2)=CC=1.FC(F)(F)C1C=CC(CC2C=CC(CO)=CC=2)=CC=1.S(Cl)(Cl)=O.C[O:43][C:44](=[O:75])[CH2:45][O:46][C:47]1[CH:55]=[CH:54][C:53]([S:56][CH2:57][C:58]2[CH:63]=[CH:62][C:61]([CH2:64][C:65]3[CH:70]=[CH:69][C:68]([C:71]([F:74])([F:73])[F:72])=[CH:67][CH:66]=3)=[CH:60][CH:59]=2)=[C:52]2[C:48]=1[CH2:49][CH2:50][CH2:51]2>>[F:73][C:71]([F:72])([F:74])[C:68]1[CH:69]=[CH:70][C:65]([CH2:64][C:61]2[CH:60]=[CH:59][C:58]([CH2:57][S:56][C:53]3[CH:54]=[CH:55][C:47]([O:46][CH2:45][C:44]([OH:75])=[O:43])=[C:48]4[C:52]=3[CH2:51][CH2:50][CH2:49]4)=[CH:63][CH:62]=2)=[CH:66][CH:67]=1

Participants

5

Reactant 4

HCID 24386Thionyl ChlorideHCID 114599214-(4-Trifluoromethylphenyl)benzylchlorideHCID 20827092{7-[4-(4-Trifluoromethyl-benzyl)-benzylsulfanyl]-indan-4-yloxy}-acetic acid methyl ester2×HCID 22280156[4-(4-Trifluoromethyl-benzyl)-phenyl]-methanol

Product 1

HCID 22280029HCID 22280029, compound

Procedure

The title compound was prepared in a similar manner as described for 3B using 40B and thionyl chloride. 400 MHz 1H NMR (DMSO-d6) 7.59 (d, 2H, J=8.4 Hz), 7.40 (d, 2H, J=8.4 Hz), 7.31 (d, 2H, J=8.4 Hz), 7.20 (d, 2H, J=8.4 Hz), 4.67 (s, 2H), 3.99 (s, 2H). Step 4. Preparation of {7-[4-(4-Trifluoromethyl-benzyl)-benzylsulfanyl]-indan-4-yloxy}-acetic acid methyl ester (Compound 40D)

Sources & evidence

ORD record
ord-829976cdda7244e4bf94e99ccbca4fa2
Source dataset
uspto-grants-2005_11
Patent number
US06964983B2

Reaction notes

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