Dimethylformamide → N-[methyl(oxo)phenyl-lambda6-sulfanylidene]-5-[(trimethylsilyl)ethynyl]nicotinamide

HRID 1122689Notes

Reaction equation

HRID 1122689 reaction equation
[Br:1][c:2]1[cH:3][n:4][cH:5][c:6]([C:7](=[O:8])[N:9]=[S:10]([c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)(=[O:17])[CH3:18])[cH:19]1.[CH3:20][CH2:21][N:22]([CH2:23][CH3:24])[CH2:25][CH3:26].[CH3:27][Si:28]([CH3:29])([CH3:30])[C:31]#[CH:32].[Cu:74][I:75].[O:76]=[CH:77][N:78]([CH3:79])[CH3:80].[Pd:33]([Cl:34])[Cl:35].[c:36]1([P:37]([c:38]2[cH:39][cH:40][cH:41][cH:42][cH:43]2)[c:44]2[cH:45][cH:46][cH:47][cH:48][cH:49]2)[cH:50][cH:51][cH:52][cH:53][cH:54]1.[c:55]1([P:56]([c:57]2[cH:58][cH:59][cH:60][cH:61][cH:62]2)[c:63]2[cH:64][cH:65][cH:66][cH:67][cH:68]2)[cH:69][cH:70][cH:71][cH:72][cH:73]1>>[c:2]1([C:32]#[C:31][Si:28]([CH3:27])([CH3:29])[CH3:30])[cH:3][n:4][cH:5][c:6]([C:7](=[O:8])[N:9]=[S:10]([c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)(=[O:17])[CH3:18])[cH:19]1

Participants

8

Reactant 7

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 576578195-bromo-N-[methyl(oxo)phenyl-lambda6-sulfanylidene]nicotinamide

Product 1

HCID 57657915N-[methyl(oxo)phenyl-lambda6-sulfanylidene]-5-[(trimethylsilyl)ethynyl]nicotinamide

Sources & evidence

ORD record
ord-1a15116d7a9e4e1e92efbb08d28e3765
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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