3-[Bis(4-chlorophenyl)methyl]-7-[(methylsulfinyl)methyl]-1H-indole → 4-[(4-Fluorophenyl){7-[(methylsulfinyl)methyl]-1H-indol-3-yl}methyl]benzonitrile

HRID 561712Notes

Reaction equation

HRID 561712 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH: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:9]2[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.ClC1C=CC(C(C2C=CC(Cl)=CC=2)C2C3C(=C(CS(C)=[O:48])C=CC=3)NC=2)=CC=1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:17]2[C:25]3[C:20](=[C:21]([CH2:26][S:27]([CH3:28])=[O:48])[CH:22]=[CH:23][CH:24]=3)[NH:19][CH:18]=2)[C:9]2[CH:10]=[CH:11][C:12]([C:13]#[N:14])=[CH:15][CH:16]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 583921253-[Bis(4-chlorophenyl)methyl]-7-[(methylsulfinyl)methyl]-1H-indoleHCID 670008524-[(4-Fluorophenyl){7-[(methylsulfanyl)methyl]-1H-indol-3-yl}methyl]benzonitrile

Product 1

HCID 670014734-[(4-Fluorophenyl){7-[(methylsulfinyl)methyl]-1H-indol-3-yl}methyl]benzonitrile

Procedure

The title compound was prepared starting from 60 mg (0.16 mmol) of the compound from Example 280 in analogy to the synthesis of the compound from Example 296. 61 mg (98% of theory) of the target compound were obtained as mixture of diastereomers.

Workup

  1. custom61 mg (98% of theory) of the target compound were obtained as mixture of diastereomers

Sources & evidence

ORD record
ord-7bdcde3672c1464a9e441b3e286e23a5
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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