Acetonitrile → 1-perhydro-2H-pyran-2-yl-3-(2-phenylethynyl)-1H-indazole-5-carbonitrile

HRID 312669Notes

Reaction equation

HRID 312669 reaction equation
[Br:1][c:2]1[n:3][n:4]([CH:13]2[O:14][CH2:15][CH2:16][CH2:17][CH2:18]2)[c:5]2[cH:6][cH:7][c:8]([C:11]#[N:12])[cH:9][c:10]12.[CH3:79][C:80]#[N:81].[CH:19]([N:20]([CH:21]([CH3:22])[CH3:23])[CH2:24][CH3:25])([CH3:26])[CH3:27].[Cu:77][I:78].[Pd:36]([Cl:37])[Cl:38].[c:28]1([C:34]#[CH:35])[cH:29][cH:30][cH:31][cH:32][cH:33]1.[c:39]1([P:40]([c:41]2[cH:42][cH:43][cH:44][cH:45][cH:46]2)[c:47]2[cH:48][cH:49][cH:50][cH:51][cH:52]2)[cH:53][cH:54][cH:55][cH:56][cH:57]1.[c:58]1([P:59]([c:60]2[cH:61][cH:62][cH:63][cH:64][cH:65]2)[c:66]2[cH:67][cH:68][cH:69][cH:70][cH:71]2)[cH:72][cH:73][cH:74][cH:75][cH:76]1>>[c:2]1([C:35]#[C:34][c:28]2[cH:29][cH:30][cH:31][cH:32][cH:33]2)[n:3][n:4]([CH:13]2[O:14][CH2:15][CH2:16][CH2:17][CH2:18]2)[c:5]2[cH:6][cH:7][c:8]([C:11]#[N:12])[cH:9][c:10]12

Participants

8

Reactant 7

HCID 6342AcetonitrileHCID 10821PhenylacetyleneHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 81531DiisopropylethylamineHCID 224799453-Bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole-5-carbonitrile

Product 1

HCID 224801231-perhydro-2H-pyran-2-yl-3-(2-phenylethynyl)-1H-indazole-5-carbonitrile

Sources & evidence

ORD record
ord-ad8c09e6b06740cc99e10b8b4c8db26b
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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