Diethyl Ether → 1-Methyl-4-(5-((trimethylsilyl)ethynyl)pyridin-2-yl)piperazine

HRID 106438Notes

Reaction equation

HRID 106438 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]([N:8]2[CH2:9][CH2:10][N:11]([CH3:14])[CH2:12][CH2:13]2)[n:6][cH:7]1.[CH2:15]1[CH2:16][CH2:17][NH:18][CH2:19][CH2:20]1.[CH3:21][Si:22]([CH3:23])([CH3:24])[C:25]#[CH:26].[CH3:27][CH2:28][N:29]([CH2:30][CH3:31])[CH2:32][CH3:33].[CH3:34][CH2:35][O:36][CH2:37][CH3:38].[Cu:80][I:81].[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>>[c:2]1([C:26]#[C:25][Si:22]([CH3:21])([CH3:23])[CH3:24])[cH:3][cH:4][c:5]([N:8]2[CH2:9][CH2:10][N:11]([CH3:14])[CH2:12][CH2:13]2)[n:6][cH:7]1

Participants

9

Reactant 8

HCID 3283Diethyl EtherHCID 8082PiperidineHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 164142065-Bromo-2-(4-methylpiperazin-1-yl)pyridine

Product 1

HCID 667304181-Methyl-4-(5-((trimethylsilyl)ethynyl)pyridin-2-yl)piperazine

Sources & evidence

ORD record
ord-ad396eb66ebe4327949bdcda64b421dc
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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