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

HRID 811711Notes

Reaction equation

HRID 811711 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.[CH2:72]1[O:73][CH2:74][CH2:75][CH2:76]1.[CH3:16][Si:17]([CH3:18])([CH3:19])[C:20]#[CH:21].[CH3:22][CH2:23][N:24]([CH2:25][CH3:26])[CH2:27][CH3:28].[Cu:70][I:71].[Pd:29]([Cl:30])[Cl:31].[c:32]1([P:33]([c:34]2[cH:35][cH:36][cH:37][cH:38][cH:39]2)[c:40]2[cH:41][cH:42][cH:43][cH:44][cH:45]2)[cH:46][cH:47][cH:48][cH:49][cH:50]1.[c:51]1([P:52]([c:53]2[cH:54][cH:55][cH:56][cH:57][cH:58]2)[c:59]2[cH:60][cH:61][cH:62][cH:63][cH:64]2)[cH:65][cH:66][cH:67][cH:68][cH:69]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

8

Reactant 7

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 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-c8ebc161309a45308d08426fe915f70e
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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