Dimethylformamide → 5-[2-(3-hydroxyphenyl)ethynyl]-N-(methyl-oxo-phenyl-lambda6-sulfanylidene)pyridine-3-carboxamide

HRID 189492

Reaction equation

HRID 189492 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.[CH3:29][CH2:30][N:31]([CH2:32][CH3:33])[CH2:34][CH3:35].[Cu:77][I:78].[O:79]=[CH:80][N:81]([CH3:82])[CH3:83].[OH:20][c:21]1[cH:22][c:23]([C:27]#[CH:28])[cH:24][cH:25][cH:26]1.[Pd:36]([Cl:37])[Cl:38].[c:39]1([P:40]([c:41]2[cH:42][cH:43][cH:44][cH:45][cH:46]2)[c:47]2[cH:48][cH:49][cH:50][cH:51][cH:52]2)[cH:53][cH:54][cH:55][cH:56][cH:57]1.[c:58]1([P:59]([c:60]2[cH:61][cH:62][cH:63][cH:64][cH:65]2)[c:66]2[cH:67][cH:68][cH:69][cH:70][cH:71]2)[cH:72][cH:73][cH:74][cH:75][cH:76]1>>[c:2]1([C:28]#[C:27][c:23]2[cH:22][c:21]([OH:20])[cH:26][cH:25][cH:24]2)[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 139144m-EthynylphenolHCID 576578195-bromo-N-[methyl(oxo)phenyl-lambda6-sulfanylidene]nicotinamide

Product 1

HCID 576578815-[2-(3-hydroxyphenyl)ethynyl]-N-(methyl-oxo-phenyl-lambda6-sulfanylidene)pyridine-3-carboxamide

Sources & evidence

ORD record
ord-a57e1a991ca7438e8ba8e705cd027a6c
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Linked notes

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