Tetrahydrofuran → 4-Chloro-5-nitro-3-((trimethylsilyl)ethynyl)pyridin-2-amine

HRID 1231051Notes

Reaction equation

HRID 1231051 reaction equation
[CH2:19]1[O:20][CH2:21][CH2:22][CH2:23]1.[CH3:13][Si:14]([CH3:15])([CH3:16])[C:17]#[CH:18].[Cl:1][c:2]1[c:3]([I:12])[c:4]([NH2:11])[n:5][cH:6][c:7]1[N+:8](=[O:9])[O-:10].[Cu:65][I:66].[Pd:24]([Cl:25])[Cl:26].[c:27]1([P:28]([c:29]2[cH:30][cH:31][cH:32][cH:33][cH:34]2)[c:35]2[cH:36][cH:37][cH:38][cH:39][cH:40]2)[cH:41][cH:42][cH:43][cH:44][cH:45]1.[c:46]1([P:47]([c:48]2[cH:49][cH:50][cH:51][cH:52][cH:53]2)[c:54]2[cH:55][cH:56][cH:57][cH:58][cH:59]2)[cH:60][cH:61][cH:62][cH:63][cH:64]1>>[Cl:1][c:2]1[c:3]([C:18]#[C:17][Si:14]([CH3:13])([CH3:15])[CH3:16])[c:4]([NH2:11])[n:5][cH:6][c:7]1[N+:8](=[O:9])[O-:10]

Participants

7

Reactant 6

HCID 8028TetrahydrofuranHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 585571744-chloro-3-iodo-5-nitropyridin-2-amine

Product 1

HCID 585574594-Chloro-5-nitro-3-((trimethylsilyl)ethynyl)pyridin-2-amine

Sources & evidence

ORD record
ord-64026958320c44349ec7320b3d3bc9fb
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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