Hydrochloric Acid → 4-Ethoxycarbonyl-5-(2-trimethylsilylethynyl)thiazole

HRID 195916Notes

Reaction equation

HRID 195916 reaction equation
[C:19](#[CH:20])[Si:21]([CH3:22])([CH3:23])[CH3:24].[CH2:1]([CH3:2])[O:3][C:4](=[O:5])[c:6]1[n:7][cH:8][s:9][c:10]1[I:11].[CH3:12][CH2:13][N:14]([CH2:15][CH3:16])[CH2:17][CH3:18].[CH3:74][CH2:75][O:76][C:77](=[O:78])[CH3:79].[ClH:25].[Cu:31][I:32].[O:26]=[CH:27][N:28]([CH3:29])[CH3:30].[Pd:33]([Cl:34])[Cl:35].[c:36]1([P:37]([c:38]2[cH:39][cH:40][cH:41][cH:42][cH:43]2)[c:44]2[cH:45][cH:46][cH:47][cH:48][cH:49]2)[cH:50][cH:51][cH:52][cH:53][cH:54]1.[c:55]1([P:56]([c:57]2[cH:58][cH:59][cH:60][cH:61][cH:62]2)[c:63]2[cH:64][cH:65][cH:66][cH:67][cH:68]2)[cH:69][cH:70][cH:71][cH:72][cH:73]1>>[CH2:1]([CH3:2])[O:3][C:4](=[O:5])[c:6]1[n:7][cH:8][s:9][c:10]1[C:20]#[C:19][Si:21]([CH3:22])([CH3:23])[CH3:24]

Participants

10

Reactant 9

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 59705069Ethyl 5-iodothiazole-4-carboxylate

Product 1

HCID 592179544-Ethoxycarbonyl-5-(2-trimethylsilylethynyl)thiazole

Sources & evidence

ORD record
ord-afb3412abe72412e8dd1e1657adc88d0
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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