Phenylacetylene → 5-Nitro-3-(phenylethynyl)pyridin-2-amine

HRID 947571Notes

Reaction equation

HRID 947571 reaction equation
[Br:1][c:2]1[c:3]([NH2:11])[n:4][cH:5][c:6]([N+:8](=[O:9])[O-:10])[cH:7]1.[C:12](#[CH:13])[c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1.[Cu:20][I:21].[Pd:22]([Cl:23])[Cl:24].[c:25]1([P:26]([c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[c:33]2[cH:34][cH:35][cH:36][cH:37][cH:38]2)[cH:39][cH:40][cH:41][cH:42][cH:43]1.[c:44]1([P:45]([c:46]2[cH:47][cH:48][cH:49][cH:50][cH:51]2)[c:52]2[cH:53][cH:54][cH:55][cH:56][cH:57]2)[cH:58][cH:59][cH:60][cH:61][cH:62]1>>[c:2]1([C:13]#[C:12][c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[c:3]([NH2:11])[n:4][cH:5][c:6]([N+:8](=[O:9])[O-:10])[cH:7]1

Participants

6

Reactant 5

HCID 10821PhenylacetyleneHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 27344122-Amino-3-bromo-5-nitropyridine

Product 1

HCID 593229015-Nitro-3-(phenylethynyl)pyridin-2-amine

Sources & evidence

ORD record
ord-d2d5713c9a9b4f9c81bb578f812a8ced
Source dataset
Validation data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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