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

HRID 561661Notes

Reaction equation

HRID 561661 reaction equation
[CH3:1][S:2][CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:12]=1[NH:11][CH:10]=[CH:9]2.[CH:13]1([CH:16]([C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:19]=2[Cl:25])O)[CH2:15][CH2:14]1.ClC1C=CC(C(C2CC2)C2C3C(=C(CSC)C=CC=3)NC=2)=CC=1>>[Cl:25][C:19]1[CH:20]=[C:21]([F:24])[CH:22]=[CH:23][C:18]=1[CH:16]([CH:13]1[CH2:14][CH2:15]1)[C:9]1[C:8]2[C:12](=[C:4]([CH2:3][S:2][CH3:1])[CH:5]=[CH:6][CH:7]=2)[NH:11][CH:10]=1

Participants

4

Reactant 3

HCID 583921383-[(4-Chlorophenyl)(cyclopropyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indoleHCID 583921877-[(Methylsulfanyl)methyl]-1H-indoleHCID 583924042-Chloro-alpha-cyclopropyl-4-fluorobenzenemethanol

Product 1

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

Procedure

The title compound was prepared starting from 500 mg (2.82 mmol) of the compound from Example 8A and 566 mg (2.82 mmol) of the compound from Example 155A in analogy to the synthesis of the compound from Example 227. 394 mg (39% of theory) of the target compound were obtained.

Workup

  1. custom394 mg (39% of theory) of the target compound were obtained

Sources & evidence

ORD record
ord-e8963c43af7f437283b6396afd267c5f
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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