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

HRID 110500
Notes
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Reaction equation

HRID 110500 reaction equation
[Br:7][c:8]1[cH:9][n:10][cH:11][c:12]([I:14])[cH:13]1.[CH3:15][CH2:16][N:17]([CH2:18][CH3:19])[CH2:20][CH3:21].[CH3:1][Si:2]([CH3:3])([CH3:4])[C:5]#[CH:6].[CH3:22][C:23]#[N:24].[Pd:25]([Cl:26])[Cl:27].[c:28]1([P:29]([c:30]2[cH:31][cH:32][cH:33][cH:34][cH:35]2)[c:36]2[cH:37][cH:38][cH:39][cH:40][cH:41]2)[cH:42][cH:43][cH:44][cH:45][cH:46]1.[c:47]1([P:48]([c:49]2[cH:50][cH:51][cH:52][cH:53][cH:54]2)[c:55]2[cH:56][cH:57][cH:58][cH:59][cH:60]2)[cH:61][cH:62][cH:63][cH:64][cH:65]1>>[CH3:1][Si:2]([CH3:3])([CH3:4])[C:5]#[C:6][c:12]1[cH:11][n:10][cH:9][c:8]([Br:7])[cH:13]1
ParticipantsSources & evidenceReaction notes

Participants

7

Reactant 6

HCID 6342AcetonitrileHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 66111TrimethylsilylacetyleneHCID 8204093-Bromo-5-iodopyridine

Product 1

HCID 66524424
3-Bromo-5-((trimethylsilyl)ethynyl)pyridine

Sources & evidence

ORD record
ord-e6cfeb6c12be4c7ca212302ad7b96874
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)
DOI
10.1039/C8SC04228D

Reaction notes

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On this pageParticipantsSources & evidenceReaction notes