Tetrahydrofuran → 2,2,2-Trifluoro-N-{2-(methyloxy)-5[(trimethylsilyl)ethynyl]phenyl}-acetamide

HRID 1146049Notes

Reaction equation

HRID 1146049 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]([O:15][CH3:16])[c:6]([NH:8][C:9]([C:10]([F:11])([F:12])[F:13])=[O:14])[cH:7]1.[CH2:73]1[O:74][CH2:75][CH2:76][CH2:77]1.[CH3:17][Si:18]([CH3:19])([CH3:20])[C:21]#[CH:22].[CH3:23][CH2:24][N:25]([CH2:26][CH3:27])[CH2:28][CH3:29].[Cu:71][I:72].[Pd:30]([Cl:31])[Cl:32].[c:33]1([P:34]([c:35]2[cH:36][cH:37][cH:38][cH:39][cH:40]2)[c:41]2[cH:42][cH:43][cH:44][cH:45][cH:46]2)[cH:47][cH:48][cH:49][cH:50][cH:51]1.[c:52]1([P:53]([c:54]2[cH:55][cH:56][cH:57][cH:58][cH:59]2)[c:60]2[cH:61][cH:62][cH:63][cH:64][cH:65]2)[cH:66][cH:67][cH:68][cH:69][cH:70]1>>[c:2]1([C:22]#[C:21][Si:18]([CH3:17])([CH3:19])[CH3:20])[cH:3][cH:4][c:5]([O:15][CH3:16])[c:6]([NH:8][C:9]([C:10]([F:11])([F:12])[F:13])=[O:14])[cH:7]1

Participants

8

Reactant 7

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 22636844N-[5-bromo-2-(methyloxy)phenyl]-2,2,2-trifluoroacetamide

Product 1

HCID 595114262,2,2-Trifluoro-N-{2-(methyloxy)-5[(trimethylsilyl)ethynyl]phenyl}-acetamide

Sources & evidence

ORD record
ord-4aab4fb240f342889fcdaba615f7b444
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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