Tetrahydrofuran → 2-Bromo-5-(2-(trimethylsilyl)ethynyl)pyridine

HRID 2323172Notes

Reaction equation

HRID 2323172 reaction equation
[Br:1][c:2]1[n:3][cH:4][c:5]([I:8])[cH:6][cH:7]1.[C:9](#[CH:10])[Si:11]([CH3:12])([CH3:13])[CH3:14].[CH2:22]1[O:23][CH2:24][CH2:25][CH2:26]1.[CH3:15][CH2:16][N:17]([CH2:18][CH3:19])[CH2:20][CH3:21].[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>>[Br:1][c:2]1[n:3][cH:4][c:5]([C:10]#[C:9][Si:11]([CH3:12])([CH3:13])[CH3:14])[cH:6][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 47382712-Bromo-5-iodopyridine

Product 1

HCID 129830922-Bromo-5-(2-(trimethylsilyl)ethynyl)pyridine

Sources & evidence

ORD record
ord-640df46dbf7347dd94ad2d593a61b625
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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