N-(4-Cyano-2-iodo-5-(trifluoromethyl)phenyl)methanesulfonamide → 2-(2-ethylsulfanyl-1-hydroxy-1-methyl-ethyl)-1-methanesulfonyl-6-trifluoromethyl-1H-indole-5-carbonitrile

HRID 1945164Notes

Reaction equation

HRID 1945164 reaction equation
[C:1]([C:3]1[C:8]([C:9]([F:12])([F:11])[F:10])=[CH:7][C:6]([NH:13][S:14]([CH3:17])(=[O:16])=[O:15])=[C:5](I)[CH:4]=1)#[N:2].[CH2:19]([S:21][CH2:22][C:23]([CH3:27])([OH:26])[C:24]#[CH:25])[CH3:20]>>[CH2:19]([S:21][CH2:22][C:23]([C:24]1[N:13]([S:14]([CH3:17])(=[O:16])=[O:15])[C:6]2[C:5]([CH:25]=1)=[CH:4][C:3]([C:1]#[N:2])=[C:8]([C:9]([F:12])([F:11])[F:10])[CH:7]=2)([OH:26])[CH3:27])[CH3:20]

Participants

3

Reactant 2

HCID 21091191N-(4-Cyano-2-iodo-5-(trifluoromethyl)phenyl)methanesulfonamideHCID 589795961-Ethylsulfanyl-2-methyl-but-3-yn-2-ol

Product 1

HCID 668656012-(2-ethylsulfanyl-1-hydroxy-1-methyl-ethyl)-1-methanesulfonyl-6-trifluoromethyl-1H-indole-5-carbonitrile

Procedure

This compound was prepared using the general Sonagashira procedure as describe in General Procedures Example C, reacting N-(4-cyano-2-iodo-5-trifluoromethyl-phenyl)-methanesulfonamide (1.0 g, 2.56 mmol) and 1-ethylsulfanyl-2-methyl-but-3-yn-2-ol (0.37 g, 2.56 mmol) to yield the title compound as a yellow sticky oil.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-166f21b1aae84fc4859b2e1137cbaf28
Source dataset
uspto-grants-2013_03
Patent number
US08394971B2

Reaction notes

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