Dimethylformamide → N-[(4-chlorophenyl)methyl]-8-[3-(4,5-dichloroimidazol-1-yl)prop-1-ynyl]-1-methyl-6-(morpholinomethyl)-4-oxo-quinoline-3-carboxamide

HRID 140579Notes

Reaction equation

HRID 140579 reaction equation
[Cl:1][c:2]1[cH:3][cH:4][c:5]([CH2:6][NH:7][C:8](=[O:9])[c:10]2[cH:11][n:12]([CH3:29])[c:13]3[c:14]([I:28])[cH:15][c:16]([CH2:21][N:22]4[CH2:23][CH2:24][O:25][CH2:26][CH2:27]4)[cH:17][c:18]3[c:19]2=[O:20])[cH:30][cH:31]1.[Cl:32][c:33]1[n:34][cH:35][n:36]([CH2:39][C:40]#[CH:41])[c:37]1[Cl:38].[Cu:88][I:89].[O:42]=[CH:43][N:44]([CH3:45])[CH3:46].[Pd:47]([Cl:48])[Cl:49].[c:50]1([P:51]([c:52]2[cH:53][cH:54][cH:55][cH:56][cH:57]2)[c:58]2[cH:59][cH:60][cH:61][cH:62][cH:63]2)[cH:64][cH:65][cH:66][cH:67][cH:68]1.[c:69]1([P:70]([c:71]2[cH:72][cH:73][cH:74][cH:75][cH:76]2)[c:77]2[cH:78][cH:79][cH:80][cH:81][cH:82]2)[cH:83][cH:84][cH:85][cH:86][cH:87]1>>[Cl:1][c:2]1[cH:3][cH:4][c:5]([CH2:6][NH:7][C:8](=[O:9])[c:10]2[cH:11][n:12]([CH3:29])[c:13]3[c:14]([C:41]#[C:40][CH2:39][n:36]4[cH:35][n:34][c:33]([Cl:32])[c:37]4[Cl:38])[cH:15][c:16]([CH2:21][N:22]4[CH2:23][CH2:24][O:25][CH2:26][CH2:27]4)[cH:17][c:18]3[c:19]2=[O:20])[cH:30][cH:31]1

Participants

7

Reactant 6

HCID 6228DimethylformamideHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 50567354,5-Dichloro-1-prop-2-ynylimidazoleHCID 12095879N-(4-chlorobenzyl)-8-iodo-1-methyl-6-(4-morpholinylmethyl)-4-oxo-1,4-dihydro-3-quinolinecarboxamide

Product 1

HCID 5278418N-[(4-chlorophenyl)methyl]-8-[3-(4,5-dichloroimidazol-1-yl)prop-1-ynyl]-1-methyl-6-(morpholinomethyl)-4-oxo-quinoline-3-carboxamide

Sources & evidence

ORD record
ord-6f8e2911cab040d893274f040ac251a0
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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