Triphenylphosphine → 3-Bromo-5-((trimethylsilyl)ethynyl)pyridine

HRID 1235883Notes

Reaction equation

HRID 1235883 reaction equation
[Br:1][c:2]1[cH:3][n:4][cH:5][c:6]([Br:7])[cH:8]1.[CH3:9][Si:10]([CH3:11])([CH3:12])[C:13]#[CH:14].[Cu:15][I:16].[Pd:17]([Cl:18])[Cl:19].[c:20]1([P:21]([c:22]2[cH:23][cH:24][cH:25][cH:26][cH:27]2)[c:28]2[cH:29][cH:30][cH:31][cH:32][cH:33]2)[cH:34][cH:35][cH:36][cH:37][cH:38]1.[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:2]1([C:14]#[C:13][Si:10]([CH3:9])([CH3:11])[CH3:12])[cH:3][n:4][cH:5][c:6]([Br:7])[cH:8]1

Participants

6

Reactant 5

HCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 693693,5-Dibromopyridine

Product 1

HCID 665244243-Bromo-5-((trimethylsilyl)ethynyl)pyridine

Sources & evidence

ORD record
ord-7571d5da3c1c4ddab59a96ab837a7224
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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