Dimethylformamide → 6-(4-Chloro-benzoyl)-1-cyclopropylmethyl-4-(3-trimethylsilanylethynyl-phenyl)-1H-quinolin-2-one

HRID 2138446Notes

Reaction equation

HRID 2138446 reaction equation
[CH2:43]([NH:44][CH2:45][CH3:46])[CH3:47].[CH3:32][Si:33]([CH3:34])([CH3:35])[C:36]#[CH:37].[Cl:1][c:2]1[cH:3][cH:4][c:5]([C:6](=[O:7])[c:8]2[cH:9][c:10]3[c:11](-[c:23]4[cH:24][c:25]([I:29])[cH:26][cH:27][cH:28]4)[cH:12][c:13](=[O:22])[n:14]([CH2:18][CH:19]4[CH2:20][CH2:21]4)[c:15]3[cH:16][cH:17]2)[cH:30][cH:31]1.[Cu:48][I:49].[O:38]=[CH:39][N:40]([CH3:41])[CH3:42]>>[Cl:1][c:2]1[cH:3][cH:4][c:5]([C:6](=[O:7])[c:8]2[cH:9][c:10]3[c:11](-[c:23]4[cH:24][c:25]([C:37]#[C:36][Si:33]([CH3:32])([CH3:34])[CH3:35])[cH:26][cH:27][cH:28]4)[cH:12][c:13](=[O:22])[n:14]([CH2:18][CH:19]4[CH2:20][CH2:21]4)[c:15]3[cH:16][cH:17]2)[cH:30][cH:31]1

Participants

6

Reactant 5

HCID 6228DimethylformamideHCID 8021DiethylamineHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 185164516-(4-Chloro-benzoyl)-1-cyclopropylmethyl4-(3-iodo-phenyl)-1H-quinolin-2-one

Product 1

HCID 185164466-(4-Chloro-benzoyl)-1-cyclopropylmethyl-4-(3-trimethylsilanylethynyl-phenyl)-1H-quinolin-2-one

Sources & evidence

ORD record
ord-1f5b62e5276c4436bca4681da829f603
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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