Tetrahydrofuran → 5-chloro-1-(4-methoxybenzyl)-3-(5-methyl-3-((trimethylsilyl)ethynyl)pyridin-2-ylamino)pyrazin-2(1H)-one

HRID 288795Notes

Reaction equation

HRID 288795 reaction equation
[Br:1][c:2]1[c:3]([NH:9][c:10]2[c:11](=[O:26])[n:12]([CH2:17][c:18]3[cH:19][cH:20][c:21]([O:24][CH3:25])[cH:22][cH:23]3)[cH:13][c:14]([Cl:16])[n:15]2)[n:4][cH:5][c:6]([CH3:8])[cH:7]1.[CH2:59]1[O:60][CH2:61][CH2:62][CH2:63]1.[CH3:46][CH2:47][N:48]([CH2:49][CH3:50])[CH2:51][CH3:52].[CH3:53][Si:54]([CH3:55])([CH3:56])[C:57]#[CH:58].[Cu:64]([I:65])[I:66].[Cu:67][I:68].[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:2]1([C:58]#[C:57][Si:54]([CH3:53])([CH3:55])[CH3:56])[c:3]([NH:9][c:10]2[c:11](=[O:26])[n:12]([CH2:17][c:18]3[cH:19][cH:20][c:21]([O:24][CH3:25])[cH:22][cH:23]3)[cH:13][c:14]([Cl:16])[n:15]2)[n:4][cH:5][c:6]([CH3:8])[cH:7]1

Participants

8

Reactant 7

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 11776TriphenylphosphineHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 83717Copper iodideHCID 588801533-(3-bromo-5-methylpyridin-2-ylamino)-5-chloro-1-(4-methoxybenzyl)pyrazin-2(1H)-one

Product 1

HCID 588800755-chloro-1-(4-methoxybenzyl)-3-(5-methyl-3-((trimethylsilyl)ethynyl)pyridin-2-ylamino)pyrazin-2(1H)-one

Sources & evidence

ORD record
ord-7249c345e6f34b62802964f603a6c7e8
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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