4-Ethylsulfanyl-3-methoxy-3-methyl-but-1-yne → 2-(2-ethylsulfanyl-1-methoxy-1-methyl-ethyl)-1-methanesulfonyl-5-nitro-6-trifluoromethyl-1H-indole

HRID 1945150Notes

Reaction equation

HRID 1945150 reaction equation
I[C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5]([C:11]([F:14])([F:13])[F:12])=[CH:4][C:3]=1[NH:15][S:16]([CH3:19])(=[O:18])=[O:17].[CH2:20]([S:22][CH2:23][C:24]([O:28][CH3:29])([CH3:27])[C:25]#[CH:26])[CH3:21]>>[CH2:20]([S:22][CH2:23][C:24]([C:25]1[N:15]([S:16]([CH3:19])(=[O:18])=[O:17])[C:3]2[C:2]([CH:26]=1)=[CH:7][C:6]([N+:8]([O-:10])=[O:9])=[C:5]([C:11]([F:14])([F:13])[F:12])[CH:4]=2)([O:28][CH3:29])[CH3:27])[CH3:21]

Participants

3

Reactant 2

HCID 589796044-Ethylsulfanyl-3-methoxy-3-methyl-but-1-yneHCID 58979620N-[2-Iodo-4-nitro-5-(trifluoromethyl)phenyl]methanesulfonamide

Product 1

HCID 116263392-(2-ethylsulfanyl-1-methoxy-1-methyl-ethyl)-1-methanesulfonyl-5-nitro-6-trifluoromethyl-1H-indole

Procedure

This compound was prepared using the standard Sonagashira procedure as described in General Procedures Example C. The starting material was N-(2-iodo-4-nitro-5-trifluoromethyl-phenyl)-methanesulfonamide (0.34 g, 0.82 mmol) and 4-ethylsulfanyl-3-methoxy-3-methyl-but-1-yne (0.13 g, 0.82 mmol), reacted to yield the title compound as a yellow film.

Workup

  1. customThis compound was prepared
  2. customreacted

Sources & evidence

ORD record
ord-39d06e46eec34ccd9a10f46bfab91ac8
Source dataset
uspto-grants-2013_03
Patent number
US08394971B2

Reaction notes

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