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

HRID 172441Notes

Reaction equation

HRID 172441 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]([CH3:15])[c:6]([NH:8][C:9]([C:10]([F:11])([F:12])[F:13])=[O:14])[cH:7]1.[CH2:22]1[O:23][CH2:24][CH2:25][CH2:26]1.[CH3:16][Si:17]([CH3:18])([CH3:19])[C:20]#[CH:21].[Cu:68][I:69].[Pd:27]([Cl:28])[Cl:29].[c:30]1([P:31]([c:32]2[cH:33][cH:34][cH:35][cH:36][cH:37]2)[c:38]2[cH:39][cH:40][cH:41][cH:42][cH:43]2)[cH:44][cH:45][cH:46][cH:47][cH:48]1.[c:49]1([P:50]([c:51]2[cH:52][cH:53][cH:54][cH:55][cH:56]2)[c:57]2[cH:58][cH:59][cH:60][cH:61][cH:62]2)[cH:63][cH:64][cH:65][cH:66][cH:67]1>>[c:2]1([C:21]#[C:20][Si:17]([CH3:16])([CH3:18])[CH3:19])[cH:3][cH:4][c:5]([CH3:15])[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 22637059N-(5-bromo-2-methylphenyl)-2,2,2-trifluoroacetamide

Product 1

HCID 595114182,2,2-Trifluoro-N-{2-methyl-5-[(trimethylsilyl)ethynyl]phenyl}acetamide

Sources & evidence

ORD record
ord-99abc3352c9448158749d613c272242d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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