Acetonitrile → 3-Bromo-5-(4-fluorophenylethynyl)-pyridine

HRID 141418Notes

Reaction equation

HRID 141418 reaction equation
[Br:1][c:2]1[cH:3][n:4][cH:5][c:6]([Br:7])[cH:8]1.[C:16](#[CH:17])[c:18]1[cH:19][cH:20][c:21]([F:24])[cH:22][cH:23]1.[CH3:25][C:26]#[N:27].[CH3:28][CH2:29][O:30][C:31](=[O:32])[CH3:33].[CH3:9][CH2:10][N:11]([CH2:12][CH3:13])[CH2:14][CH3:15].[Cu:75][I:76].[Pd:34]([Cl:35])[Cl:36].[c:37]1([P:38]([c:39]2[cH:40][cH:41][cH:42][cH:43][cH:44]2)[c:45]2[cH:46][cH:47][cH:48][cH:49][cH:50]2)[cH:51][cH:52][cH:53][cH:54][cH:55]1.[c:56]1([P:57]([c:58]2[cH:59][cH:60][cH:61][cH:62][cH:63]2)[c:64]2[cH:65][cH:66][cH:67][cH:68][cH:69]2)[cH:70][cH:71][cH:72][cH:73][cH:74]1>>[c:2]1([C:17]#[C:16][c:18]2[cH:19][cH:20][c:21]([F:24])[cH:22][cH:23]2)[cH:3][n:4][cH:5][c:6]([Br:7])[cH:8]1

Participants

9

Reactant 8

HCID 6342AcetonitrileHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 693693,5-DibromopyridineHCID 5226271-Ethynyl-4-fluorobenzene

Product 1

HCID 670476153-Bromo-5-(4-fluorophenylethynyl)-pyridine

Sources & evidence

ORD record
ord-02e1f44e94c5431e9a5e920212bf6c63
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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