Acetonitrile → 4-{5-(3-trimethylsilyl-1-propynyl)-2-methylbenzyl}-5-methoxy-2-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one

HRID 666859Notes

Reaction equation

HRID 666859 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]([CH3:18])[c:6]([CH2:7][n:8]2[c:9](=[O:16])[n:10]([CH3:15])[n:11][c:12]2[O:13][CH3:14])[cH:17]1.[CH3:19][Si:20]([CH2:21][C:22]#[CH:23])([CH3:24])[CH3:25].[CH3:45][CH2:46][N:47]([CH2:48][CH3:49])[CH2:50][CH3:51].[CH3:52][C:53]#[N:54].[CH3:55][O:56][C:57]([CH3:58])([CH3:59])[CH3:60].[Cu:102][I:103].[Pd:61]([Cl:62])[Cl:63].[c:26]1([P:27]([c:28]2[cH:29][cH:30][cH:31][cH:32][cH:33]2)[c:34]2[cH:35][cH:36][cH:37][cH:38][cH:39]2)[cH:40][cH:41][cH:42][cH:43][cH:44]1.[c:64]1([P:65]([c:66]2[cH:67][cH:68][cH:69][cH:70][cH:71]2)[c:72]2[cH:73][cH:74][cH:75][cH:76][cH:77]2)[cH:78][cH:79][cH:80][cH:81][cH:82]1.[c:83]1([P:84]([c:85]2[cH:86][cH:87][cH:88][cH:89][cH:90]2)[c:91]2[cH:92][cH:93][cH:94][cH:95][cH:96]2)[cH:97][cH:98][cH:99][cH:100][cH:101]1>>[c:2]1([C:23]#[C:22][CH2:21][Si:20]([CH3:19])([CH3:24])[CH3:25])[cH:3][cH:4][c:5]([CH3:18])[c:6]([CH2:7][n:8]2[c:9](=[O:16])[n:10]([CH3:15])[n:11][c:12]2[O:13][CH3:14])[cH:17]1

Participants

9

Reactant 8

HCID 6342AcetonitrileHCID 8471TriethylamineHCID 11776Triphenylphosphine3×HCID 15413tert-Butyl methyl etherHCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 83378Trimethyl-2-propynylsilaneHCID 120565184-(5-bromo-2-methylbenzyl)-5-methoxy-2-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one

Product 1

HCID 183888354-{5-(3-trimethylsilyl-1-propynyl)-2-methylbenzyl}-5-methoxy-2-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one

Sources & evidence

ORD record
ord-dcf034b14edf4ee78082995e4a4de390
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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