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

HRID 561707Notes

Reaction equation

HRID 561707 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.[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]([C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)(O)[CH3:21])=[C:16]([F:30])[CH:15]=1.FC1C=CC(C(C2C=CC(F)=CC=2)C2C3C(=C(CSC)C=CC=3)NC=2)=CC=1>>[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]([C:9]2[C:8]3[C:12](=[C:4]([CH2:3][S:2][CH3:1])[CH:5]=[CH:6][CH:7]=3)[NH:11][CH:10]=2)([C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)[CH3:21])=[C:16]([F:30])[CH:15]=1

Participants

4

Reactant 3

HCID 583921273-[Bis(4-fluorophenyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indoleHCID 583921877-[(Methylsulfanyl)methyl]-1H-indoleHCID 583924191-(4-Chloro-2-fluorophenyl)-1-(4-fluorophenyl)ethanol

Product 1

HCID 583924353-[1-(4-Chloro-2-fluorophenyl)-1-(4-fluorophenyl)ethyl]-7-[(methylsulfanyl)methyl]-1H-indole

Procedure

The title compound was prepared starting from 1.00 g (5.64 mmol) of the compound from Example 8A and 1.52 g (5.64 mmol) of the compound from Example 183A in analogy to the synthesis of the compound from Example 278. 0.95 g (39% of theory) of the target compound were obtained.

Workup

  1. custom0.95 g (39% of theory) of the target compound were obtained

Sources & evidence

ORD record
ord-a2d4bd426c0c449b873a9d1a7e2f14d8
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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