Tetrahydrofuran → 3-Pyridin-3-ylethynyl-benzonitrile

HRID 2346204Notes

Reaction equation

HRID 2346204 reaction equation
[CH3:23][CH2:24][CH2:25][CH2:26][N+:27]([CH2:28][CH2:29][CH2:30][CH3:31])([CH2:32][CH2:33][CH2:34][CH3:35])[CH2:36][CH2:37][CH2:38][CH3:39].[CH3:88][CH2:89][N:90]([CH2:91][CH3:92])[CH2:93][CH3:94].[CH3:8][Si:9]([CH3:10])([CH3:11])[C:12]#[C:13][c:14]1[cH:15][c:16]([C:17]#[N:18])[cH:19][cH:20][cH:21]1.[Cu:86][I:87].[F-:22].[I:1][c:2]1[cH:3][n:4][cH:5][cH:6][cH:7]1.[O:40]1[CH2:41][CH2:42][CH2:43][CH2:44]1.[Pd:45]([Cl:46])[Cl:47].[c:48]1([P:49]([c:50]2[cH:51][cH:52][cH:53][cH:54][cH:55]2)[c:56]2[cH:57][cH:58][cH:59][cH:60][cH:61]2)[cH:62][cH:63][cH:64][cH:65][cH:66]1.[c:67]1([P:68]([c:69]2[cH:70][cH:71][cH:72][cH:73][cH:74]2)[c:75]2[cH:76][cH:77][cH:78][cH:79][cH:80]2)[cH:81][cH:82][cH:83][cH:84][cH:85]1>>[c:2]1([C:12]#[C:13][c:14]2[cH:15][c:16]([C:17]#[N:18])[cH:19][cH:20][cH:21]2)[cH:3][n:4][cH:5][cH:6][cH:7]1

Participants

10

Reactant 9

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 16028TetrabutylammoniumHCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 28179Fluoride IonHCID 707143-IodopyridineHCID 225703183-[(Trimethylsilyl)ethynyl]benzonitrile

Product 1

HCID 670477283-Pyridin-3-ylethynyl-benzonitrile

Sources & evidence

ORD record
ord-2a3a1b4e5f0f45d9894f38eeb266dbc8
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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