1-Ethynyl-4-phenoxybenzene → (S)-5-[(4-phenoxyphenyl)ethynyl]-N-[methyl(oxo)phenyl-lambda6-sulfanylidene]nicotinamide

HRID 391516Notes

Reaction equation

HRID 391516 reaction equation
Br[C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH:19]=1)[C:7]([N:9]=[S@@:10]([CH3:18])(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8].[C:20]([C:22]1[CH:27]=[CH:26][C:25]([O:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[CH:24][CH:23]=1)#[CH:21]>>[O:28]([C:25]1[CH:24]=[CH:23][C:22]([C:20]#[C:21][C:2]2[CH:3]=[N:4][CH:5]=[C:6]([CH:19]=2)[C:7]([N:9]=[S@@:10]([CH3:18])(=[O:17])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:8])=[CH:27][CH:26]=1)[C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

Participants

3

Reactant 2

HCID 127880241-Ethynyl-4-phenoxybenzeneHCID 86629466(S)-5-bromo-N-[methyl(oxido)phenyl--sulfanylidene]nicotinamide

Product 1

HCID 24953134(S)-5-[(4-phenoxyphenyl)ethynyl]-N-[methyl(oxo)phenyl-lambda6-sulfanylidene]nicotinamideYield 68%

Procedure

In a manner similar to that describe in Example 425 a mixture of (S)-5-bromo-N-[methyl(oxo)phenyl-λ6-sulfanylidene]nicotinamide and 1-ethynyl-4-phenoxybenzene were reacted to give the title compound as an off-white solid (95 mg, 68%).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-a94eb399bc06415694701aa46e238ed6
Source dataset
uspto-grants-2013_02
Patent number
US08383825B2

Reaction notes

Loading…