Hexane → 3-Chloro-5-[2-(trimethylsilyl)ethynyl]pyridine

HRID 125169Notes

Reaction equation

HRID 125169 reaction equation
[CH3:16][CH2:17][N:18]([CH2:19][CH3:20])[CH2:21][CH3:22].[CH3:23][Si:24]([CH3:25])([CH3:26])[C:27]#[CH:28].[CH3:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34].[CH3:78][CH2:79][O:80][C:81](=[O:82])[CH3:83].[Cu:35][I:36].[F:1][C:2]([F:3])([F:4])[S:5]([O:6][c:7]1[cH:8][n:9][cH:10][c:11]([Cl:13])[cH:12]1)(=[O:14])=[O:15].[Pd:37]([Cl:38])[Cl:39].[c:40]1([P:41]([c:42]2[cH:43][cH:44][cH:45][cH:46][cH:47]2)[c:48]2[cH:49][cH:50][cH:51][cH:52][cH:53]2)[cH:54][cH:55][cH:56][cH:57][cH:58]1.[c:59]1([P:60]([c:61]2[cH:62][cH:63][cH:64][cH:65][cH:66]2)[c:67]2[cH:68][cH:69][cH:70][cH:71][cH:72]2)[cH:73][cH:74][cH:75][cH:76][cH:77]1>>[c:7]1([C:28]#[C:27][Si:24]([CH3:23])([CH3:25])[CH3:26])[cH:8][n:9][cH:10][c:11]([Cl:13])[cH:12]1

Participants

9

Reactant 8

HCID 8058HexaneHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 151858705-Chloropyridin-3-yl trifluoromethanesulfonate

Product 1

HCID 235008913-Chloro-5-[2-(trimethylsilyl)ethynyl]pyridine

Sources & evidence

ORD record
ord-2c0bfb53a427490587ff71490d54c622
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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