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

HRID 561704Notes

Reaction equation

HRID 561704 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]([CH:20]([C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][C:23]=2[CH3:29])O)=[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]([CH:20]([C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][C:23]=2[CH3:29])[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: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 58392534(4-Chloro-2-fluorophenyl)(4-fluoro-2-methylphenyl)methanol

Product 1

HCID 583921623-[(4-Chloro-2-fluorophenyl)(4-fluoro-2-methylphenyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indole

Procedure

The title compound was prepared starting from 750 mg (4.23 mmol) of the compound from Example 8A and 1.14 g (4.23 mmol) of the compound from Example 180A in analogy to the synthesis of the compound from Example 278. 554 mg (31% of theory) of the target compound were obtained.

Workup

  1. custom554 mg (31% of theory) of the target compound were obtained

Sources & evidence

ORD record
ord-1a547f5a6d554e5185ed1c645782f504
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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