Triethylamine → 5-Bromo-3-[(trimethylsilyl)ethynyl]pyridin-2-amine

HRID 320626Notes

Reaction equation

HRID 320626 reaction equation
[Br:1][c:2]1[cH:3][c:4]([I:9])[c:5]([NH2:8])[n:6][cH:7]1.[C:10](#[CH:11])[Si:12]([CH3:13])([CH3:14])[CH3:15].[CH3:16][CH2:17][O:18][C:19]([CH3:20])=[O:21].[CH3:22][CH2:23][N:24]([CH2:25][CH3:26])[CH2:27][CH3:28].[Cu:29][I:30].[Pd:31]([Cl:32])[Cl:33].[c:34]1([P:35]([c:36]2[cH:37][cH:38][cH:39][cH:40][cH:41]2)[c:42]2[cH:43][cH:44][cH:45][cH:46][cH:47]2)[cH:48][cH:49][cH:50][cH:51][cH:52]1.[c:53]1([P:54]([c:55]2[cH:56][cH:57][cH:58][cH:59][cH:60]2)[c:61]2[cH:62][cH:63][cH:64][cH:65][cH:66]2)[cH:67][cH:68][cH:69][cH:70][cH:71]1>>[Br:1][c:2]1[cH:3][c:4]([C:11]#[C:10][Si:12]([CH3:13])([CH3:14])[CH3:15])[c:5]([NH2:8])[n:6][cH:7]1

Participants

8

Reactant 7

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 15165082-Amino-5-bromo-3-iodopyridine

Product 1

HCID 167438055-Bromo-3-[(trimethylsilyl)ethynyl]pyridin-2-amine

Sources & evidence

ORD record
ord-16d2d0d18c2a48e1a0cc44800bfb584d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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