Diethyl Ether → 5-Chloro-3-((trimethylsilyl)ethynyl)pyridin-2-amine

HRID 680102

Reaction equation

HRID 680102 reaction equation
[CH2:10]1[O:11][CH2:12][CH2:13][CH2:14]1.[CH3:15][CH2:16][N:17]([CH2:18][CH3:19])[CH2:20][CH3:21].[CH3:22][Si:23]([CH3:24])([CH3:25])[C:26]#[CH:27].[CH3:72][CH2:73][O:74][CH2:75][CH3:76].[Cl:1][c:2]1[cH:3][c:4]([I:9])[c:5]([NH2:8])[n:6][cH:7]1.[Cu:28]([I: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>>[Cl:1][c:2]1[cH:3][c:4]([C:27]#[C:26][Si:23]([CH3:22])([CH3:24])[CH3:25])[c:5]([NH2:8])[n:6][cH:7]1

Participants

9

Reactant 8

HCID 3283Diethyl EtherHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 66111TrimethylsilylacetyleneHCID 83717Copper iodideHCID 110760102-Amino-5-chloro-3-iodopyridine

Product 1

HCID 247294655-Chloro-3-((trimethylsilyl)ethynyl)pyridin-2-amine

Sources & evidence

ORD record
ord-fc240b9a4d064f91b23fb9ee32c630f5
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Linked notes

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