4-[(4-Fluorophenyl)(hydroxy)methyl]benzonitrile → 4-[(4-Fluorophenyl){7-[(methylsulfanyl)methyl]-1H-indol-3-yl}methyl]benzonitrile

HRID 561697Notes

Reaction equation

HRID 561697 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.[F: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>>[F: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 111837554-[(4-Fluorophenyl)(hydroxy)methyl]benzonitrileHCID 583921273-[Bis(4-fluorophenyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indoleHCID 583921877-[(Methylsulfanyl)methyl]-1H-indole

Product 1

HCID 670008524-[(4-Fluorophenyl){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 961 mg (4.23 mmol) of the compound from Example 173A in analogy to the synthesis of the compound from Example 278. 276 mg (17% of theory) of the target compound were obtained.

Workup

  1. custom276 mg (17% of theory) of the target compound were obtained

Sources & evidence

ORD record
ord-12ed8453ad1f4542b75c3e35472d1325
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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