Tetrahydrofuran → 3-Fluoro-5-((trimethylsilyl)ethynyl)benzonitrile

HRID 689945Notes

Reaction equation

HRID 689945 reaction equation
[Br:1][c:2]1[cH:3][c:4]([C:5]#[N:6])[cH:7][c:8]([F:10])[cH:9]1.[CH2:24]1[O:25][CH2:26][CH2:27][CH2:28]1.[CH3:11][CH2:12][N:13]([CH2:14][CH3:15])[CH2:16][CH3:17].[CH3:18][Si:19]([CH3:20])([CH3:21])[C:22]#[CH:23].[Cu:29]([I:30])[I:31].[Pd:32]([Cl:33])[Cl:34].[c:35]1([P:36]([c:37]2[cH:38][cH:39][cH:40][cH:41][cH:42]2)[c:43]2[cH:44][cH:45][cH:46][cH:47][cH:48]2)[cH:49][cH:50][cH:51][cH:52][cH:53]1.[c:54]1([P:55]([c:56]2[cH:57][cH:58][cH:59][cH:60][cH:61]2)[c:62]2[cH:63][cH:64][cH:65][cH:66][cH:67]2)[cH:68][cH:69][cH:70][cH:71][cH:72]1>>[c:2]1([C:23]#[C:22][Si:19]([CH3:18])([CH3:20])[CH3:21])[cH:3][c:4]([C:5]#[N:6])[cH:7][c:8]([F:10])[cH:9]1

Participants

8

Reactant 7

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 66111TrimethylsilylacetyleneHCID 83717Copper iodideHCID 27833303-Bromo-5-fluorobenzonitrile

Product 1

HCID 167372113-Fluoro-5-((trimethylsilyl)ethynyl)benzonitrile

Sources & evidence

ORD record
ord-e63ff1eaae0a4158a52bfeb2d136025b
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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