N-[2-Iodo-4-nitro-5-(trifluoromethyl)phenyl]methanesulfonamide → 2-(1-methanesulfonyl-5-nitro-6-trifluoromethyl-1H-indol-2-yl)-1-(2,2,2-trifluoro-ethylsulfanyl)-butan-2-ol

HRID 1945155Notes

Reaction equation

HRID 1945155 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].[F:20][C:21]([F:32])([F:31])[CH2:22][S:23][CH2:24][C:25]([OH:30])([CH2:28][CH3:29])[C:26]#[CH:27]>>[CH3:19][S:16]([N:15]1[C:3]2[C:2](=[CH:7][C:6]([N+:8]([O-:10])=[O:9])=[C:5]([C:11]([F:14])([F:13])[F:12])[CH:4]=2)[CH:27]=[C:26]1[C:25]([OH:30])([CH2:28][CH3:29])[CH2:24][S:23][CH2:22][C:21]([F:20])([F:32])[F:31])(=[O:18])=[O:17]

Participants

3

Reactant 2

HCID 58979620N-[2-Iodo-4-nitro-5-(trifluoromethyl)phenyl]methanesulfonamideHCID 860800943-(2,2,2-Trifluoro-ethylsulfanylmethyl)-pent-1yn-3-ol

Product 1

HCID 115041752-(1-methanesulfonyl-5-nitro-6-trifluoromethyl-1H-indol-2-yl)-1-(2,2,2-trifluoro-ethylsulfanyl)-butan-2-ol

Procedure

This compound was prepared using the general Sonagashira procedure as described in General Procedures Example C, reacting N-(2-iodo-4-nitro-5-trifluoromethyl-phenyl)-methanesulfonamide (0.62 g, 1.5 mmol) and 3-(2,2,2-Trifluoro-ethylsulfanylmethyl)-pent-1yn-3-ol (0.32 g, 1.5 mmol) to yield the title compound as a yellow sticky oil.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-d7cac28736fd45708a1b2c0839b71270
Source dataset
uspto-grants-2013_03
Patent number
US08394971B2

Reaction notes

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