Dimethylformamide → [2-(3-Hexyl-phenyl)-3-methyl-5-trimethylsilanylethynyl-3H-imidazol-4-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone

HRID 293291Notes

Reaction equation

HRID 293291 reaction equation
[CH2:1]([CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[c:7]1[cH:8][c:9](-[c:13]2[n:14][c:15]([I:32])[c:16]([C:19](=[O:20])[N:21]3[CH2:22][CH2:23][CH:24]([N:27]4[CH2:28][CH2:29][CH2:30][CH2:31]4)[CH2:25][CH2:26]3)[n:17]2[CH3:18])[cH:10][cH:11][cH:12]1.[CH2:47]([N+:48]([CH2:49][CH2:50][CH2:51][CH3:52])([CH2:53][CH2:54][CH2:55][CH3:56])[CH2:57][CH2:58][CH2:59][CH3:60])[CH2:61][CH2:62][CH3:63].[CH3:33][CH2:34][N:35]([CH2:36][CH3:37])[CH2:38][CH3:39].[CH3:40][Si:41]([CH3:42])([CH3:43])[C:44]#[CH:45].[Cu:69][I:70].[I-:46].[O:64]=[CH:65][N:66]([CH3:67])[CH3:68].[Pd:71].[c:110]1([P:111]([c:112]2[cH:113][cH:114][cH:115][cH:116][cH:117]2)[c:118]2[cH:119][cH:120][cH:121][cH:122][cH:123]2)[cH:124][cH:125][cH:126][cH:127][cH:128]1.[c:129]1([P:130]([c:131]2[cH:132][cH:133][cH:134][cH:135][cH:136]2)[c:137]2[cH:138][cH:139][cH:140][cH:141][cH:142]2)[cH:143][cH:144][cH:145][cH:146][cH:147]1.[c:72]1([P:73]([c:74]2[cH:75][cH:76][cH:77][cH:78][cH:79]2)[c:80]2[cH:81][cH:82][cH:83][cH:84][cH:85]2)[cH:86][cH:87][cH:88][cH:89][cH:90]1.[c:91]1([P:92]([c:93]2[cH:94][cH:95][cH:96][cH:97][cH:98]2)[c:99]2[cH:100][cH:101][cH:102][cH:103][cH:104]2)[cH:105][cH:106][cH:107][cH:108][cH:109]1>>[CH2:1]([CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[c:7]1[cH:8][c:9](-[c:13]2[n:14][c:15]([C:45]#[C:44][Si:41]([CH3:40])([CH3:42])[CH3:43])[c:16]([C:19](=[O:20])[N:21]3[CH2:22][CH2:23][CH:24]([N:27]4[CH2:28][CH2:29][CH2:30][CH2:31]4)[CH2:25][CH2:26]3)[n:17]2[CH3:18])[cH:10][cH:11][cH:12]1

Participants

10

Reactant 9

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 11776Triphenylphosphine4×HCID 16028TetrabutylammoniumHCID 23938PalladiumHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 30165Iodide IonHCID 66111TrimethylsilylacetyleneHCID 57541122[2-(3-Hexyl-phenyl)-5-iodo-3-methyl-3H-imidazol-4-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone

Product 1

HCID 57541081[2-(3-Hexyl-phenyl)-3-methyl-5-trimethylsilanylethynyl-3H-imidazol-4-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone

Sources & evidence

ORD record
ord-0ef60dd35ea14d68ba94f307737d8c81
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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