2-Bromopyridine → 4-(Pyridin-2-yl)but-3-yn-1-ol

HRID 1210416Notes

Reaction equation

HRID 1210416 reaction equation
[Br:1][c:2]1[cH:3][cH:4][cH:5][cH:6][n:7]1.[CH3:13][CH2:14][N:15]([CH2:16][CH3:17])[CH2:18][CH3:19].[Cu+2:20].[I-:21].[I-:22].[OH:8][CH2:9][CH2:10][C:11]#[CH:12].[Pd:23]([Cl:24])[Cl:25].[c:26]1([P:27]([c:28]2[cH:29][cH:30][cH:31][cH:32][cH:33]2)[c:34]2[cH:35][cH:36][cH:37][cH:38][cH:39]2)[cH:40][cH:41][cH:42][cH:43][cH:44]1.[c:45]1([P:46]([c:47]2[cH:48][cH:49][cH:50][cH:51][cH:52]2)[c:53]2[cH:54][cH:55][cH:56][cH:57][cH:58]2)[cH:59][cH:60][cH:61][cH:62][cH:63]1>>[c:2]1([C:12]#[C:11][CH2:10][CH2:9][OH:8])[cH:3][cH:4][cH:5][cH:6][n:7]1

Participants

8

Reactant 7

HCID 79732-BromopyridineHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 135663-Butyn-1-OLHCID 24290Palladium ChlorideHCID 27099Cupric cationHCID 30165Iodide Ion2×

Product 1

HCID 110080634-(Pyridin-2-yl)but-3-yn-1-ol

Sources & evidence

ORD record
ord-9ca63cc3718f47d48bd845b9dea2868a
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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