Acetate → 4-Chloro-3-((trimethylsilyl)ethynyl)pyridine

HRID 2161283Notes

Reaction equation

[CH3:28][CH2:29][N:30]([CH2:31][CH3:32])[CH2:33][CH3:34].[CH3:35][Si:36]([CH3:37])([CH3:38])[C:39]#[CH:40].[CH3:41][c:42]1[cH:43][cH:44][cH:45][cH:46][cH:47]1.[Cl:1][c:2]1[c:3]([I:8])[cH:4][n:5][cH:6][cH:7]1.[Cu:48]([I:49])[I:50].[O-:52][C:53]([CH3:54])=[O:55].[O-:56][C:57]([CH3:58])=[O:59].[Pd+2:51].[c:9]1([P:10]([c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[cH:23][cH:24][cH:25][cH:26][cH:27]1>>[Cl:1][c:2]1[c:3]([C:40]#[C:39][Si:36]([CH3:35])([CH3:37])[CH3:38])[cH:4][n:5][cH:6][cH:7]1

Participants

Reactant 8

HCID 175Acetate2×

HCID 1140Toluene

HCID 8471Triethylamine

HCID 11776Triphenylphosphine

HCID 66111Trimethylsilylacetylene

HCID 83717Copper iodide

HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)

HCID 27631634-Chloro-3-iodopyridine

Product 1

HCID 463181584-Chloro-3-((trimethylsilyl)ethynyl)pyridine

Sources & evidence

ORD record: ord-b4312c128df14d97a3c2d50b0a785995
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (4/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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