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 561719Notes

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

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

  1. 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
Patent number
US08063234B2

Reaction notes

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