3-[(4-Chlorophenyl)(cyclopropyl)methyl]-7-[(methylsulfinyl)methyl]-1H-indole → 3-[(4-Chloro-2,6-difluorophenyl)(cyclopropyl)methyl]-7-[(methylsulfinyl)methyl]-1H-indole

HRID 561670Notes

Reaction equation

HRID 561670 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([CH:9]([CH:22]2[CH2:24][CH2:23]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)=[C:4]([F:25])[CH:3]=1.ClC1C=CC(C(C2CC2)C2C3C(=C(CS(C)=[O:45])C=CC=3)NC=2)=CC=1>>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([CH:9]([CH:22]2[CH2:24][CH2:23]2)[C:10]2[C:18]3[C:13](=[C:14]([CH2:19][S:20]([CH3:21])=[O:45])[CH:15]=[CH:16][CH:17]=3)[NH:12][CH:11]=2)=[C:4]([F:25])[CH:3]=1

Participants

3

Reactant 2

HCID 583922543-[(4-Chlorophenyl)(cyclopropyl)methyl]-7-[(methylsulfinyl)methyl]-1H-indoleHCID 583922883-[(4-Chloro-2,6-difluorophenyl)(cyclopropyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indole

Product 1

HCID 583922493-[(4-Chloro-2,6-difluorophenyl)(cyclopropyl)methyl]-7-[(methylsulfinyl)methyl]-1H-indole

Procedure

The title compound was prepared starting from 150 mg (0.25 mmol) of the compound from Example 230 in analogy to the synthesis of the compound from Example 235. 75 mg (77% of theory) of the target compound were obtained as mixture of diastereomers.

Workup

  1. custom75 mg (77% of theory) of the target compound were obtained as mixture of diastereomers

Sources & evidence

ORD record
ord-d19131e11e504641aea3b6bad19f85f1
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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