Tetrahydrofuran → 5-Bromo-3-((trimethylsilyl)ethynyl)pyrazin-2-amine

HRID 2333570Notes

Reaction equation

HRID 2333570 reaction equation
[Br:1][c:2]1[c:3]([NH2:9])[n:4][cH:5][c:6]([Br:8])[n:7]1.[CH2:16]1[O:17][CH2:18][CH2:19][CH2:20]1.[CH3:10][Si:11]([CH3:12])([CH3:13])[C:14]#[CH:15].[Cu:21][I:22].[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:15]#[C:14][Si:11]([CH3:10])([CH3:12])[CH3:13])[c:3]([NH2:9])[n:4][cH:5][c:6]([Br:8])[n:7]1

Participants

7

Reactant 6

HCID 8028TetrahydrofuranHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 6200042-Amino-3,5-dibromopyrazine

Product 1

HCID 533931895-Bromo-3-((trimethylsilyl)ethynyl)pyrazin-2-amine

Sources & evidence

ORD record
ord-f543d55c2ddc4c15a85ffa20a3d1b2cc
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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