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

HRID 2320436Notes

Reaction equation

HRID 2320436 reaction equation
[CH3:30][CH2:31][N:32]([CH2:33][CH3:34])[CH2:35][CH3:36].[CH3:37][CH2:38][O:39][C:40]([CH3:41])=[O:42].[Cu:84][I:85].[NH2:1][c:2]1[c:3]([C:4](=[O:5])[N:6]=[S:7]([c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)(=[O:14])[CH3:15])[cH:16][c:17]([Br:20])[cH:18][n:19]1.[OH:21][c:22]1[cH:23][c:24]([C:28]#[CH:29])[cH:25][cH:26][cH:27]1.[Pd:43]([Cl:44])[Cl:45].[c:46]1([P:47]([c:48]2[cH:49][cH:50][cH:51][cH:52][cH:53]2)[c:54]2[cH:55][cH:56][cH:57][cH:58][cH:59]2)[cH:60][cH:61][cH:62][cH:63][cH:64]1.[c:65]1([P:66]([c:67]2[cH:68][cH:69][cH:70][cH:71][cH:72]2)[c:73]2[cH:74][cH:75][cH:76][cH:77][cH:78]2)[cH:79][cH:80][cH:81][cH:82][cH:83]1>>[NH2:1][c:2]1[c:3]([C:4](=[O:5])[N:6]=[S:7]([c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)(=[O:14])[CH3:15])[cH:16][c:17]([C:29]#[C:28][c:24]2[cH:23][c:22]([OH:21])[cH:27][cH:26][cH:25]2)[cH:18][n:19]1

Participants

8

Reactant 7

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 139144m-EthynylphenolHCID 576578402-amino-5-bromo-N-(methyl-oxo-phenyl-lambda6-sulfanylidene)pyridine-3-carboxamide

Product 1

HCID 576578652-amino-5-[2-(3-hydroxyphenyl)ethynyl]-N-(methyl-oxo-phenyl-lambda6-sulfanylidene)pyridine-3-carboxamide

Sources & evidence

ORD record
ord-d2f3390ce3a14ed180aa82c189785e9d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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