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

HRID 561669Notes

Reaction equation

HRID 561669 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH:9]([CH:22]1[CH2:24][CH2:23]1)[C:10]1[C:18]2[C:13](=[C:14]([CH2:19][S:20][CH3:21])[CH:15]=[CH:16][CH:17]=2)[NH:12][CH:11]=1.ClC1C=CC(C(C2CC2)C2C3C(=C(CS(C)=[O:44])C=CC=3)NC=2)=CC=1>>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH:9]([CH:22]1[CH2:24][CH2:23]1)[C:10]1[C:18]2[C:13](=[C:14]([CH2:19][S:20]([CH3:21])=[O:44])[CH:15]=[CH:16][CH:17]=2)[NH:12][CH:11]=1

Participants

3

Reactant 2

HCID 583922543-[(4-Chlorophenyl)(cyclopropyl)methyl]-7-[(methylsulfinyl)methyl]-1H-indoleHCID 583924363-[(2-Chloro-4-fluorophenyl)(cyclopropyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indole

Product 1

HCID 583923363-[(2-Chloro-4-fluorophenyl)(cyclopropyl)methyl]-7-[(methylsulfinyl)methyl]-1H-indole

Procedure

The title compound was prepared starting from 65 mg (0.18 mmol) of the compound from Example 229 in analogy to the synthesis of the compound from Example 235. 68 mg (100% of theory) of the target compound were obtained as mixture of diastereomers.

Workup

  1. custom68 mg (100% of theory) of the target compound were obtained as mixture of diastereomers

Sources & evidence

ORD record
ord-6230457eb31649329f220869c90851f7
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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