Ethyl Acetate → N-methyl-5-(2-(trimethylsilyl)ethynyl)pyrimidin-2-amine

HRID 2150807Notes

Reaction equation

HRID 2150807 reaction equation
[B-:1]([F:2])([F:3])([F:4])[F:5].[Br:28][c:29]1[cH:30][n:31][c:32]([NH:35][CH3:36])[n:33][cH:34]1.[C:6]([PH+:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[C:12]([CH3:13])([CH3:14])[CH3:15])([CH3:16])([CH3:17])[CH3:18].[CH3:37][Si:38]([CH3:39])([CH3:40])[C:41]#[CH:42].[CH3:43][CH2:44][O:45][C:46]([CH3:47])=[O:48].[CH:19]([N:20]([CH:21]([CH3:22])[CH3:23])[CH2:24][CH3:25])([CH3:26])[CH3:27].[Cu:49][I:50].[O:51]1[CH2:52][CH2:53][O:54][CH2:55][CH2:56]1>>[c:29]1([C:42]#[C:41][Si:38]([CH3:37])([CH3:39])[CH3:40])[cH:30][n:31][c:32]([NH:35][CH3:36])[n:33][cH:34]1

Participants

9

Reactant 8

HCID 8857Ethyl AcetateHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 26255TetrafluoroborateHCID 312751,4-DioxaneHCID 66111TrimethylsilylacetyleneHCID 81531DiisopropylethylamineHCID 4060964Tri-t-butylphosphoniumHCID 130981845-Bromo-N-methylpyrimidin-2-amine

Product 1

HCID 68462840N-methyl-5-(2-(trimethylsilyl)ethynyl)pyrimidin-2-amine

Sources & evidence

ORD record
ord-f4cc8b3d364b4b0da991a90b27485648
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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