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

HRID 561717Notes

Reaction equation

HRID 561717 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:22]=2[CH3:28])[C:9]2[C:17]3[C:12](=[C:13]([CH2:18][S:19][CH3:20])[CH:14]=[CH:15][CH:16]=3)[NH:11][CH:10]=2)=[C:4]([F:29])[CH:3]=1.ClC1C=CC(C(C2C=CC(Cl)=CC=2)C2C3C(=C(CS(C)=[O:49])C=CC=3)NC=2)=CC=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:22]=2[CH3:28])[C:9]2[C:17]3[C:12](=[C:13]([CH2:18][S:19]([CH3:20])=[O:49])[CH:14]=[CH:15][CH:16]=3)[NH:11][CH:10]=2)=[C:4]([F:29])[CH:3]=1

Participants

3

Reactant 2

HCID 583921253-[Bis(4-chlorophenyl)methyl]-7-[(methylsulfinyl)methyl]-1H-indoleHCID 583921623-[(4-Chloro-2-fluorophenyl)(4-fluoro-2-methylphenyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indole

Product 1

HCID 583921393-[(4-Chloro-2-fluorophenyl)(4-fluoro-2-methylphenyl)methyl]-7-[(methylsulfinyl)methyl]-1H-indole

Procedure

The title compound was prepared starting from 100 mg (0.23 mmol) of the compound from Example 287 in analogy to the synthesis of the compound from Example 296. 99 mg (95% of theory) of the target compound were obtained as mixture of diastereomers.

Workup

  1. custom99 mg (95% of theory) of the target compound were obtained as mixture of diastereomers

Sources & evidence

ORD record
ord-0db01dd20abb48cfbb10720c86f74c33
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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