1-Ethylsulfanyl-but-3-yn-2-ol → 2-ethylsulfanyl-1-(1-methanesulfonyl-5-nitro-6-trifluoromethyl-1H-indol-2-yl)-ethanol

HRID 55949Notes

Reaction equation

HRID 55949 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][CH:24]([OH:27])[C:25]#[CH:26])[CH3:21]>>[CH2:20]([S:22][CH2:23][CH: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)[OH:27])[CH3:21]

Participants

3

Reactant 2

HCID 589795941-Ethylsulfanyl-but-3-yn-2-olHCID 58979620N-[2-Iodo-4-nitro-5-(trifluoromethyl)phenyl]methanesulfonamide

Product 1

HCID 115024772-ethylsulfanyl-1-(1-methanesulfonyl-5-nitro-6-trifluoromethyl-1H-indol-2-yl)-ethanol

Procedure

This compound was prepared using the general Sonagashira procedure as described in General Procedures Example C, starting from N-(2-iodo-4-nitro-5-trifluoromethyl-phenyl)-methanesulfonamide (1.89 g, 4.6 mmol) and 1-ethylsulfanyl-but-3-yn-2-ol (0.6 g, 4.6 mmol), reacted to yield the title compound as a yellow solid.

Workup

  1. customThis compound was prepared
  2. customreacted

Sources & evidence

ORD record
ord-8947db5d1a0841a6bc90eedb40c37d8c
Source dataset
uspto-grants-2016_09
Patent number
US09434688B2

Reaction notes

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