3-[Bis(4-chlorophenyl)methyl]-7-[(methylsulfinyl)methyl]-1H-indole → 5-Fluoro-3-[(4-fluoro-2-methylphenyl)(4-fluorophenyl)methyl]-7-[(methylsulfinyl)methyl]-1H-indole

HRID 561721Notes

Reaction equation

HRID 561721 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([CH2:11][S:12][CH3:13])[CH:10]=1)[NH:7][CH:6]=[C:5]2[CH:14]([C:22]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][C:23]=1[CH3:29])[C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=1.ClC1C=CC(C(C2C=CC(Cl)=CC=2)C2C3C(=C(CS(C)=[O:49])C=CC=3)NC=2)=CC=1>>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([CH2:11][S:12]([CH3:13])=[O:49])[CH:10]=1)[NH:7][CH:6]=[C:5]2[CH:14]([C:22]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][C:23]=1[CH3:29])[C:15]1[CH:16]=[CH:17][C:18]([F:21])=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 583921253-[Bis(4-chlorophenyl)methyl]-7-[(methylsulfinyl)methyl]-1H-indoleHCID 583922205-Fluoro-3-[(4-fluoro-2-methylphenyl)(4-fluorophenyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indole

Product 1

HCID 583921915-Fluoro-3-[(4-fluoro-2-methylphenyl)(4-fluorophenyl)methyl]-7-[(methylsulfinyl)methyl]-1H-indole

Procedure

The title compound was prepared starting from 75 mg (0.18 mmol) of the compound from Example 292 in analogy to the synthesis of the compound from Example 296. 75 mg (96% of theory) of the target compound were obtained as mixture of diastereomers.

Workup

  1. custom75 mg (96% of theory) of the target compound were obtained as mixture of diastereomers

Sources & evidence

ORD record
ord-ea007ea61bb24a77ac89dc3fb71d84ad
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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