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3-[1-Cyclopropyl-1-(4-fluorophenyl)ethyl]-7-[(methylsulfanyl)methyl]-1H-indole → 3-[1-Cyclopropyl-1-(4-fluorophenyl)ethyl]-7-[(methylsulfinyl)methyl]-1H-indole

HRID 561591
Notes
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Reaction equation

HRID 561591 reaction equation
[CH:1]1([C:4]([C:13]2[C:21]3[C:16](=[C:17]([CH2:22][S:23][CH3:24])[CH:18]=[CH:19][CH:20]=3)[NH:15][CH:14]=2)([C:6]2[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=2)[CH3:5])[CH2:3][CH2:2]1.CC(C(C1C2C(=C(CS(C)=[O:52])C=CC=2)NC=1)C1C=CC(C(F)(F)F)=CC=1)CC#N>>[CH:1]1([C:4]([C:13]2[C:21]3[C:16](=[C:17]([CH2:22][S:23]([CH3:24])=[O:52])[CH:18]=[CH:19][CH:20]=3)[NH:15][CH:14]=2)([C:6]2[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=2)[CH3:5])[CH2:3][CH2:2]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 583921063-[1-Cyclopropyl-1-(4-fluorophenyl)ethyl]-7-[(methylsulfanyl)methyl]-1H-indoleHCID 583923243-Methyl-4-{7-[(methylsulfinyl)methyl]-1H-indol-3-yl}-4-[4-(trifluoromethyl)phenyl]butanonitrile

Product 1

HCID 583924033-[1-Cyclopropyl-1-(4-fluorophenyl)ethyl]-7-[(methylsulfinyl)methyl]-1H-indole

Procedure

The title compound was prepared starting from 273 mg (0.81 mmol) of the compound from Example 95 in analogy to the synthesis of the compound from Example 91. 213 mg (73% of theory) of the target compound were obtained as mixture of diastereomers.

Workup

  • custom213 mg (73% of theory) of the target compound were obtained as mixture of diastereomers
  • Sources & evidence

    ORD record
    ord-a021fd503a284d24b51b4562f4dc2028
    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