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

HRID 561715Notes

Reaction equation

HRID 561715 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([C:22]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=2)[C:10]2[C:18]3[C:13](=[C:14]([CH2:19][S:20][CH3:21])[CH:15]=[CH:16][CH:17]=3)[NH:12][CH:11]=2)[CH:5]=[CH:6][C:7]=1[F:8].ClC1C=CC(C(C2C=CC(Cl)=CC=2)C2C3C(=C(CS(C)=[O:48])C=CC=3)NC=2)=CC=1>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([C:22]2[CH:23]=[CH:24][C:25]([Cl:28])=[CH:26][CH:27]=2)[C:10]2[C:18]3[C:13](=[C:14]([CH2:19][S:20]([CH3:21])=[O:48])[CH:15]=[CH:16][CH:17]=3)[NH:12][CH:11]=2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

3

Reactant 2

HCID 583921253-[Bis(4-chlorophenyl)methyl]-7-[(methylsulfinyl)methyl]-1H-indoleHCID 583922413-[(3-Chloro-4-fluorophenyl)(4-chlorophenyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indole

Product 1

HCID 583924843-[(3-Chloro-4-fluorophenyl)(4-chlorophenyl)methyl]-7-[(methylsulfinyl)methyl]-1H-indole

Procedure

The title compound was prepared starting from 100 mg (0.23 mmol) of the compound from Example 284 in analogy to the synthesis of the compound from Example 296. 102 mg (98% of theory) of the target compound were obtained as mixture of diastereomers.

Workup

  1. custom102 mg (98% of theory) of the target compound were obtained as mixture of diastereomers

Sources & evidence

ORD record
ord-d476a96b8b91485e8e2e0c4165883281
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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