Bicarbonate Ion → 2-amino-8-ethyl-4-methyl-6-((trimethylsilyl)ethynyl)pyrido[2,3-d]pyrimidin-7(8H)-one

HRID 670539Notes

Reaction equation

HRID 670539 reaction equation
[CH3:1][Si:2]([CH3:3])([CH3:4])[C:5]#[CH:6].[CH3:28][CH2:29][N:30]([CH2:31][CH3:32])[CH2:33][CH3:34].[Cu:35][I:36].[NH2:7][c:8]1[n:9][c:10]([CH3:22])[c:11]2[c:12]([n:13]1)[n:14]([CH2:20][CH3:21])[c:15](=[O:19])[c:16]([Br:18])[cH:17]2.[Na+:27].[O-:23][C:24]([OH:25])=[O:26].[Pd:37]([Cl:38])[Cl:39].[c:40]1([P:41]([c:42]2[cH:43][cH:44][cH:45][cH:46][cH:47]2)[c:48]2[cH:49][cH:50][cH:51][cH:52][cH:53]2)[cH:54][cH:55][cH:56][cH:57][cH:58]1.[c:59]1([P:60]([c:61]2[cH:62][cH:63][cH:64][cH:65][cH:66]2)[c:67]2[cH:68][cH:69][cH:70][cH:71][cH:72]2)[cH:73][cH:74][cH:75][cH:76][cH:77]1>>[CH3:1][Si:2]([CH3:3])([CH3:4])[C:5]#[C:6][c:16]1[c:15](=[O:19])[n:14]([CH2:20][CH3:21])[c:12]2[c:11]([c:10]([CH3:22])[n:9][c:8]([NH2:7])[n:13]2)[cH:17]1

Participants

9

Reactant 8

HCID 769Bicarbonate IonHCID 923Sodium ionHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 576069632-amino-6-bromo-8-ethyl-4-methylpyrido[2,3-d]pyrimidin-7(8H)-one

Product 1

HCID 576069742-amino-8-ethyl-4-methyl-6-((trimethylsilyl)ethynyl)pyrido[2,3-d]pyrimidin-7(8H)-one

Sources & evidence

ORD record
ord-23869b778b0a42bd9bf8374f9133295d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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