Dimethylformamide → 6-amino-N-(methyl-oxo-phenyl-lambda6-sulfanylidene)-5-(2-trimethylsilylethynyl)pyridine-3-carboxamide

HRID 287782Notes

Reaction equation

HRID 287782 reaction equation
[CH3:21][CH2:22][N:23]([CH2:24][CH3:25])[CH2:26][CH3:27].[CH3:28][Si:29]([CH3:30])([CH3:31])[C:32]#[CH:33].[Cu:80][I:81].[NH2:1][c:2]1[n:3][cH:4][c:5]([C:6](=[O:7])[N:8]=[S:9]([c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)(=[O:16])[CH3:17])[cH:18][c:19]1[I:20].[O:34]=[CH:35][N:36]([CH3:37])[CH3:38].[Pd:39]([Cl:40])[Cl:41].[c:42]1([P:43]([c:44]2[cH:45][cH:46][cH:47][cH:48][cH:49]2)[c:50]2[cH:51][cH:52][cH:53][cH:54][cH:55]2)[cH:56][cH:57][cH:58][cH:59][cH:60]1.[c:61]1([P:62]([c:63]2[cH:64][cH:65][cH:66][cH:67][cH:68]2)[c:69]2[cH:70][cH:71][cH:72][cH:73][cH:74]2)[cH:75][cH:76][cH:77][cH:78][cH:79]1>>[NH2:1][c:2]1[n:3][cH:4][c:5]([C:6](=[O:7])[N:8]=[S:9]([c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)(=[O:16])[CH3:17])[cH:18][c:19]1[C:33]#[C:32][Si:29]([CH3:28])([CH3:30])[CH3:31]

Participants

8

Reactant 7

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 576578966-amino-5-iodo-N-(methyl-oxo-phenyl-lambda6-sulfanylidene)pyridine-3-carboxamide

Product 1

HCID 576578136-amino-N-(methyl-oxo-phenyl-lambda6-sulfanylidene)-5-(2-trimethylsilylethynyl)pyridine-3-carboxamide

Sources & evidence

ORD record
ord-cf2d0629413f4c08815c95c2ce7b4f6b
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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