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

HRID 281407Notes

Reaction equation

HRID 281407 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]([F:15])[c:6]([NH:8][C:9]([C:10]([F:11])([F:12])[F:13])=[O:14])[cH:7]1.[CH2:65]1[O:66][CH2:67][CH2:68][CH2:69]1.[CH3:16][Si:17]([CH3:18])([CH3:19])[C:20]#[CH:21].[Cu:63][I:64].[Pd:22]([Cl:23])[Cl:24].[c:25]1([P:26]([c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[c:33]2[cH:34][cH:35][cH:36][cH:37][cH:38]2)[cH:39][cH:40][cH:41][cH:42][cH:43]1.[c:44]1([P:45]([c:46]2[cH:47][cH:48][cH:49][cH:50][cH:51]2)[c:52]2[cH:53][cH:54][cH:55][cH:56][cH:57]2)[cH:58][cH:59][cH:60][cH:61][cH:62]1>>[c:2]1([C:21]#[C:20][Si:17]([CH3:16])([CH3:18])[CH3:19])[cH:3][cH:4][c:5]([F:15])[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 59511409N-(5-bromo-2-fluorophenyl)-2,2,2-trifluoroacetamide

Product 1

HCID 595113832,2,2-Trifluoro-N-{2-fluoro-5-[(trimethylsilyl)ethynyl]phenyl}acetamide

Sources & evidence

ORD record
ord-00f6938e5d2d44a4a386043b57b2379f
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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