4-Toluenesulfonyl chloride → 3-[4-(p-Toluenesulfonyloxy)butyl]-1H-indole-5-carbonitrile

HRID 628798Notes

Reaction equation

HRID 628798 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([C:15]#[N:16])[CH:13]=2)[NH:8][CH:7]=1.[C:17]1([CH3:27])[CH:22]=[CH:21][C:20]([S:23](Cl)(=[O:25])=[O:24])=[CH:19][CH:18]=1>ClCCl>[C:17]1([CH3:27])[CH:22]=[CH:21][C:20]([S:23]([O:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]2[C:14]3[C:9](=[CH:10][CH:11]=[C:12]([C:15]#[N:16])[CH:13]=3)[NH:8][CH:7]=2)(=[O:25])=[O:24])=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 121509853-(4-Hydroxybutyl)-1H-indole-5-carbonitrile

Product 1

HCID 569522673-[4-(p-Toluenesulfonyloxy)butyl]-1H-indole-5-carbonitrile

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-[4-(p-Toluenesulfonyloxy)butyl]-1H-indole-5-carbonitrile was prepared by reacting 3-(4-hydroxybutyl)-1H-indole-5-carbonitrile with p-toluenesulfonyl chloride in the presence of base in dichloromethane as per the process exemplified in example 2 of Chinese Patent Application Publication No. CN 102267932 A.

Sources & evidence

ORD record
ord-de1fb67b6cc7491288925f091e7cefa9
Source dataset
uspto-grants-2016_04
Patent number
US09315456B2

Reaction notes

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