Dimethylformamide → N-[(4-chlorophenyl)methyl]-1-methyl-6-(morpholinomethyl)-4-oxo-8-[4-(2-oxooxazolidin-4-yl)but-1-ynyl]quinoline-3-carboxamide

HRID 109443Notes

Reaction equation

HRID 109443 reaction equation
[CH2:32]([CH2:33][C:34]#[CH:35])[CH:36]1[NH:37][C:38](=[O:41])[O:39][CH2:40]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]([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.[Cu:83][I:84].[O:85]=[CH:86][N:87]([CH3:88])[CH3:89].[Pd:42]([Cl:43])[Cl:44].[c:45]1([P:46]([c:47]2[cH:48][cH:49][cH:50][cH:51][cH:52]2)[c:53]2[cH:54][cH:55][cH:56][cH:57][cH:58]2)[cH:59][cH:60][cH:61][cH:62][cH:63]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>>[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:35]#[C:34][CH2:33][CH2:32][CH:36]4[NH:37][C:38](=[O:41])[O:39][CH2:40]4)[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 12095879N-(4-chlorobenzyl)-8-iodo-1-methyl-6-(4-morpholinylmethyl)-4-oxo-1,4-dihydro-3-quinolinecarboxamideHCID 227245404-But-3-ynyl-1,3-oxazolidin-2-one

Product 1

HCID 5278414N-[(4-chlorophenyl)methyl]-1-methyl-6-(morpholinomethyl)-4-oxo-8-[4-(2-oxooxazolidin-4-yl)but-1-ynyl]quinoline-3-carboxamide

Sources & evidence

ORD record
ord-e7b15fbd12e649b6a2caaea5f2cbd768
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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