4-Toluenesulfonyl chloride → 5-(2-chloro-6-fluorophenyl)-3-iodo-1-tosyl-1H-indole

HRID 1529317Notes

Reaction equation

HRID 1529317 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[NH:14][CH:13]=[C:12]2[I:18].[S:19](Cl)([C:22]1[CH:28]=[CH:27][C:25]([CH3:26])=[CH:24][CH:23]=1)(=[O:21])=[O:20]>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[N:14]([S:19]([C:22]1[CH:28]=[CH:27][C:25]([CH3:26])=[CH:24][CH:23]=1)(=[O:21])=[O:20])[CH:13]=[C:12]2[I:18]

Participants

3

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 679601055-(2-chloro-6-fluorophenyl)-3-iodo-1H-indole

Product 1

HCID 679597685-(2-chloro-6-fluorophenyl)-3-iodo-1-tosyl-1H-indoleYield 46.7%

Procedure

This title compound was prepared analogously to compound 25d using 5-(2-chloro-6-fluorophenyl)-3-iodo-1H-indole (23 g, 0.07 mol) and tosyl chloride (17.7 g, 0.09 mol) to obtain the title compound (17.2 g, 46%).

Sources & evidence

ORD record
ord-6c2d01f145a34cf0a19bdf37fe7b4ba5
Source dataset
uspto-grants-2015_07
Patent number
US09090593B2

Reaction notes

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