3-[Bis(4-fluorophenyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indole → 4-[(4-Chlorophenyl){7-[(methylsulfanyl)methyl]-1H-indol-3-yl}methyl]benzonitrile

HRID 561698Notes

Reaction equation

HRID 561698 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](O)[C:21]2[CH:28]=[CH:27][C:24]([C:25]#[N:26])=[CH:23][CH:22]=2)=[CH:16][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:15]=[CH:16][C:17]([CH: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:21]2[CH:22]=[CH:23][C:24]([C:25]#[N:26])=[CH:27][CH:28]=2)=[CH:18][CH:19]=1

Participants

4

Reactant 3

HCID 583921273-[Bis(4-fluorophenyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indoleHCID 583921877-[(Methylsulfanyl)methyl]-1H-indoleHCID 67001080(4-Chlorophenyl)(4-cyanophenyl)methanol

Product 1

HCID 670011584-[(4-Chlorophenyl){7-[(methylsulfanyl)methyl]-1H-indol-3-yl}methyl]benzonitrile

Procedure

The title compound was prepared starting from 750 mg (4.23 mmol) of the compound from Example 8A and 1.03 g (4.23 mmol) of the compound from Example 174A in analogy to the synthesis of the compound from Example 278. 248 mg (15% of theory) of the target compound were obtained.

Workup

  1. custom248 mg (15% of theory) of the target compound were obtained

Sources & evidence

ORD record
ord-6ec0439a07de44a0b16bcd5ffce53feb
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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