Dimethylformamide → [1-(4-{5-[4-(4-{2-[1-(2-Methoxycarbonylamino-3-methyl-butyryl)-pyrrolidin-2-yl]-3H-imidazol-4-yl}-phenylethynyl)-phenyl]-1H-imidazol-2-yl}-5,5-dimethyl-thiazolidine-3-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester

HRID 1546105Notes

Reaction equation

HRID 1546105 reaction equation
[CH3:1][O:2][C:3]([NH:4][CH:5]([CH:6]([CH3:7])[CH3:8])[C:9](=[O:10])[N:11]1[CH2:12][S:13][C:14]([CH3:28])([CH3:29])[CH:15]1[c:16]1[nH:17][c:18](-[c:21]2[cH:22][cH:23][c:24]([Br:27])[cH:25][cH:26]2)[cH:19][n:20]1)=[O:30].[CH3:31][O:32][C:33]([NH:34][CH:35]([CH:36]([CH3:37])[CH3:38])[C:39](=[O:40])[N:41]1[CH:42]([c:46]2[nH:47][c:48](-[c:51]3[cH:52][cH:53][c:54]([C:57]#[CH:58])[cH:55][cH:56]3)[cH:49][n:50]2)[CH2:43][CH2:44][CH2:45]1)=[O:59].[CH3:60][CH2:61][N:62]([CH2:63][CH3:64])[CH2:65][CH3:66].[Cu:108][I:109].[O:110]=[CH:111][N:112]([CH3:113])[CH3:114].[Pd:67]([Cl:68])[Cl:69].[c:70]1([P:71]([c:72]2[cH:73][cH:74][cH:75][cH:76][cH:77]2)[c:78]2[cH:79][cH:80][cH:81][cH:82][cH:83]2)[cH:84][cH:85][cH:86][cH:87][cH:88]1.[c:89]1([P:90]([c:91]2[cH:92][cH:93][cH:94][cH:95][cH:96]2)[c:97]2[cH:98][cH:99][cH:100][cH:101][cH:102]2)[cH:103][cH:104][cH:105][cH:106][cH:107]1>>[CH3:1][O:2][C:3]([NH:4][CH:5]([CH:6]([CH3:7])[CH3:8])[C:9](=[O:10])[N:11]1[CH2:12][S:13][C:14]([CH3:28])([CH3:29])[CH:15]1[c:16]1[nH:17][c:18](-[c:21]2[cH:22][cH:23][c:24]([C:58]#[C:57][c:54]3[cH:53][cH:52][c:51](-[c:48]4[nH:47][c:46]([CH:42]5[N:41]([C:39]([CH:35]([NH:34][C:33]([O:32][CH3:31])=[O:59])[CH:36]([CH3:37])[CH3:38])=[O:40])[CH2:45][CH2:44][CH2:43]5)[n:50][cH:49]4)[cH:56][cH:55]3)[cH:25][cH:26]2)[cH:19][n:20]1)=[O:30]

Participants

8

Reactant 7

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66621028(1-{4-[5-(4-Bromo-phenyl)-1H-imidazol-2-yl]-5,5-dimethyl-thiazolidine-3-carbonyl}-2-methyl-propyl)-carbamic acid methyl esterHCID 72338228(1-{2-[4-(4-ethynyl-phenyl)-1H-imidazol-2-yl]-pyrrolidine-1-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester

Product 1

HCID 66621121[1-(4-{5-[4-(4-{2-[1-(2-Methoxycarbonylamino-3-methyl-butyryl)-pyrrolidin-2-yl]-3H-imidazol-4-yl}-phenylethynyl)-phenyl]-1H-imidazol-2-yl}-5,5-dimethyl-thiazolidine-3-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester

Sources & evidence

ORD record
ord-f9cefc425a4c467194b1fe232da70b5d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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