Triethylamine → Methyl 2-(2-oxo-6-((trimethylsilyl)ethynyl)quinolin-1(2H)-yl)acetate

HRID 1201308Notes

Reaction equation

HRID 1201308 reaction equation
[Br:1][c:2]1[cH:3][c:4]2[cH:5][cH:6][c:7](=[O:17])[n:8]([CH2:12][C:13](=[O:14])[O:15][CH3:16])[c:9]2[cH:10][cH:11]1.[C:18](#[CH:19])[Si:20]([CH3:21])([CH3:22])[CH3:23].[CH3:24][CH2:25][N:26]([CH2:27][CH3:28])[CH2:29][CH3:30].[Cu:31][I:32].[Pd:33]([Cl:34])[Cl:35].[c:36]1([P:37]([c:38]2[cH:39][cH:40][cH:41][cH:42][cH:43]2)[c:44]2[cH:45][cH:46][cH:47][cH:48][cH:49]2)[cH:50][cH:51][cH:52][cH:53][cH:54]1.[c:55]1([P:56]([c:57]2[cH:58][cH:59][cH:60][cH:61][cH:62]2)[c:63]2[cH:64][cH:65][cH:66][cH:67][cH:68]2)[cH:69][cH:70][cH:71][cH:72][cH:73]1>>[c:2]1([C:19]#[C:18][Si:20]([CH3:21])([CH3:22])[CH3:23])[cH:3][c:4]2[cH:5][cH:6][c:7](=[O:17])[n:8]([CH2:12][C:13](=[O:14])[O:15][CH3:16])[c:9]2[cH:10][cH:11]1

Participants

7

Reactant 6

HCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 68781715Methyl 2-(6-bromo-2-oxoquinolin-1(2H)-yl)acetate

Product 1

HCID 68756967Methyl 2-(2-oxo-6-((trimethylsilyl)ethynyl)quinolin-1(2H)-yl)acetate

Sources & evidence

ORD record
ord-40c1b89d4f1445e399ea9db29bf203a4
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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