Hydrochloric Acid → 4-[(Trimethylsilyl)ethynyl]pyridine

HRID 1126125Notes

Reaction equation

HRID 1126125 reaction equation
[Br:2][c:3]1[cH:4][cH:5][n:6][cH:7][cH:8]1.[C:9](#[CH:10])[Si:11]([CH3:12])([CH3:13])[CH3:14].[CH2:29]([Cl:30])[Cl:31].[CH:15]([N:16]([CH:17]([CH3:18])[CH3:19])[CH2:20][CH3:21])([CH3:22])[CH3:23].[ClH:1].[Cu:73][I:74].[O:24]=[CH:25][N:26]([CH3:27])[CH3:28].[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:3]1([C:10]#[C:9][Si:11]([CH3:12])([CH3:13])[CH3:14])[cH:4][cH:5][n:6][cH:7][cH:8]1

Participants

10

Reactant 9

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 6344DichloromethaneHCID 11776Triphenylphosphine2×HCID 142684-BromopyridineHCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 81531Diisopropylethylamine

Product 1

HCID 107736004-[(Trimethylsilyl)ethynyl]pyridine

Sources & evidence

ORD record
ord-ecf9f51671f548b59978a8a787b15074
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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