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3-[Bis(4-chlorophenyl)methyl]-7-[(methylsulfinyl)methyl]-1H-indole → 3-[1-(4-Chloro-2-fluorophenyl)-1-(4-fluorophenyl)ethyl]-7-[(methylsulfinyl)methyl]-1H-indole

HRID 561719
Notes
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Reaction equation

HRID 561719 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:17]2[C:25]3[C:20](=[C:21]([CH2:26][S:27][CH3:28])[CH:22]=[CH:23][CH:24]=3)[NH:19][CH:18]=2)([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[CH3:9])=[C:4]([F:29])[CH:3]=1.ClC1C=CC(C(C2C=CC(Cl)=CC=2)C2C3C(=C(CS(C)=[O:49])C=CC=3)NC=2)=CC=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:17]2[C:25]3[C:20](=[C:21]([CH2:26][S:27]([CH3:28])=[O:49])[CH:22]=[CH:23][CH:24]=3)[NH:19][CH:18]=2)([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[CH3:9])=[C:4]([F:29])[CH:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 583921253-[Bis(4-chlorophenyl)methyl]-7-[(methylsulfinyl)methyl]-1H-indoleHCID 583924353-[1-(4-Chloro-2-fluorophenyl)-1-(4-fluorophenyl)ethyl]-7-[(methylsulfanyl)methyl]-1H-indole

Product 1

HCID 583923083-[1-(4-Chloro-2-fluorophenyl)-1-(4-fluorophenyl)ethyl]-7-[(methylsulfinyl)methyl]-1H-indole

Procedure

The title compound was prepared starting from 300 mg (0.70 mmol) of the compound from Example 290 in analogy to the synthesis of the compound from Example 296. 258 mg (83% of theory) of the target compound were obtained as mixture of diastereomers.

Workup

  • custom258 mg (83% of theory) of the target compound were obtained as mixture of diastereomers
  • Sources & evidence

    ORD record
    ord-0b3eff8cbcba4cca928c5bb24806a113
    Source dataset
    uspto-grants-2011_11
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US08063234B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes