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

HRID 282307Notes

Reaction equation

HRID 282307 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.[CH2:66]1[O:67][CH2:68][CH2:69][CH2:70]1.[CH3:17][Si:18]([CH3:19])([CH3:20])[C:21]#[CH:22].[Cu:64][I:65].[Pd:23]([Cl:24])[Cl:25].[c:26]1([P:27]([c:28]2[cH:29][cH:30][cH:31][cH:32][cH:33]2)[c:34]2[cH:35][cH:36][cH:37][cH:38][cH:39]2)[cH:40][cH:41][cH:42][cH:43][cH:44]1.[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: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

7

Reactant 6

HCID 8028TetrahydrofuranHCID 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-75b8c370d176453cb7d6cb771c97eb42
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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