N-(4-fluoro-2-iodo-5-trifluoromethyl-phenyl)-methanesulfonamide → 2-(5-fluoro-1-methanesulfonyl-6-trifluoromethyl-1H-indol-2-yl)-1-(2,2,2-trifluoro-ethylsulfanyl)-butan-2-ol

HRID 1945159Notes

Reaction equation

HRID 1945159 reaction equation
[F:1][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][C:5]([NH:12][S:13]([CH3:16])(=[O:15])=[O:14])=[C:4](I)[CH:3]=1.[F:18][C:19]([F:30])([F:29])[CH2:20][S:21][CH2:22][C:23]([OH:28])([CH2:26][CH3:27])[C:24]#[CH:25]>>[F:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:6][C:7]=1[C:8]([F:11])([F:10])[F:9])[N:12]([S:13]([CH3:16])(=[O:15])=[O:14])[C:24]([C:23]([OH:28])([CH2:26][CH3:27])[CH2:22][S:21][CH2:20][C:19]([F:30])([F:18])[F:29])=[CH:25]2

Participants

3

Reactant 2

HCID 58979618N-(4-fluoro-2-iodo-5-trifluoromethyl-phenyl)-methanesulfonamideHCID 860800943-(2,2,2-Trifluoro-ethylsulfanylmethyl)-pent-1yn-3-ol

Product 1

HCID 115328422-(5-fluoro-1-methanesulfonyl-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 describe in General Procedures Example C, reacting N-(4-fluoro-2-iodo-5-trifluoromethyl-phenyl)-methanesulfonamide (0.57 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 brown oil.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-1bfbf92a0d2644258452bc165d38dc1b
Source dataset
uspto-grants-2013_03
Patent number
US08394971B2

Reaction notes

Loading…